PREFIX obo:
PREFIX rdf:
PREFIX rdfs:
PREFIX xsd:
obo:RXNO_0000666 a rdfs:Class ;
rdfs:label "Corey-Suggs oxidation"@en ;
rdfs:comment "Oxidation of primary and secondary alcohols to aldehydes and ketones, respectively, through the use of pyridinium chlorochromate (PCC)." ;
rdfs:subClassOf obo:RXNO_0000012 .
a rdf:Property ;
rdfs:label "part_of" ;
rdfs:range .
obo:RXNO_0000423 a rdf:Property ;
rdfs:label "has specified product" ;
rdfs:comment "A relation between a planned reaction step and a molecular entity participating in that process. The creation of the molecular entity during the process is explicitly specified in the objective specification which the planned reaction step realizes the concretization of." ;
rdfs:domain obo:RXNO_0000001 ;
rdfs:range obo:CHEBI_23367 ;
rdfs:subPropertyOf obo:BFO_0000077 .
obo:RXNO_0000424 a rdf:Property ;
rdfs:label "has specified reactant" ;
rdfs:comment "A relation between a planned reaction step and a molecular entity participating in that process that is not created during the process. The destruction of the molecular entity during the process is explicitly specified in the plan specification which the process realizes the concretization of." ;
rdfs:domain obo:RXNO_0000001 ;
rdfs:range obo:CHEBI_23367 ;
rdfs:subPropertyOf obo:BFO_0000078 .
obo:OBI_0000417 a rdf:Property ;
rdfs:label "achieves_planned_objective" ;
rdfs:comment "This relation obtains between a planned process and a objective specification when the criteria specified in the objective specification are met at the end of the planned process." ;
rdfs:domain obo:OBI_0000011 ;
rdfs:range obo:IAO_0000005 .
obo:CHEBI_50887 a rdfs:Class ;
rdfs:label "haloarene" ;
rdfs:comment "A compound derived from an arene by replacing a hydrogen atom with a halogen atom." ;
rdfs:subClassOf obo:CHEBI_24472 .
obo:MOP_0000802 a rdfs:Class ;
rdfs:label "formation of covalent bond with nitrogen centre" ;
rdfs:comment "Formation of a covalent bond with a group where the free valence is on a nitrogen centre." ;
rdfs:subClassOf obo:MOP_0000566 .
obo:RXNO_0000018 a rdfs:Class ;
rdfs:label "1,3-dipolar cycloaddition" ;
rdfs:comment "A ring formation reaction where a 1,3-dipolar compound reacts with an alkene or alkyne to form a five-membered ring compound." ;
rdfs:subClassOf obo:MOP_0000562 .
obo:BFO_0000077 a rdf:Property ;
rdfs:label "has participant beginning to exist" ;
rdfs:range ;
rdfs:subPropertyOf obo:BFO_0000057 .
obo:RXNO_0000221 a rdfs:Class ;
rdfs:label "Polonovski reaction" ;
rdfs:comment "The reaction of a tertiary amine oxide with an anhydride or acyl chloride to give an N,N-disubstituted acetamide and an aldehyde." ;
rdfs:subClassOf obo:RXNO_0000073 .
obo:RXNO_0000095 a rdfs:Class ;
rdfs:label "Fischer-Hepp rearrangement" ;
rdfs:comment "The rearrangement of an aromatic nitrosamine to a para-nitrosoaniline." ;
rdfs:subClassOf obo:RXNO_0000025 .
obo:RXNO_0000079 a rdfs:Class ;
rdfs:label "Boc protection" ;
rdfs:comment "A protection reaction in which an amine is converted into a tert-butoxycarbonyl compound." ;
rdfs:subClassOf obo:RXNO_0000321 .
obo:RXNO_0000416 a rdf:Property ;
rdfs:label "protects" ;
rdfs:comment "The notion here is that a given reaction is meant to 'protect' a given group from reacting in a subsequent process and can be 'deprotected' later." ;
rdfs:domain obo:RXNO_0000078 ;
rdfs:range obo:CHEBI_24433 ;
rdfs:subPropertyOf obo:BFO_0000078 .
obo:MOP_0000580 a rdfs:Class ;
rdfs:label "ketone reduction" ;
rdfs:comment "A reduction process where a ketone is reduced to a secondary alcohol." ;
rdfs:subClassOf obo:MOP_0000569 .
obo:BFO_0000078 a rdf:Property ;
rdfs:label "has participant ceasing to exist" ;
rdfs:range ;
rdfs:subPropertyOf obo:BFO_0000057 .
obo:RXNO_0000158 a rdfs:Class ;
rdfs:label "Japp-Klingemann reaction" ;
rdfs:comment "The reaction of a doubly activated methylene compound that has at least one carbonyl substituent with an aryl azide to give a hydrazone. Usually there is concomitant cleaving and oxidation of one of the carbonyl substituents." ;
rdfs:subClassOf obo:RXNO_0000073 .
obo:RXNO_0000481 a rdfs:Class ;
rdfs:label "Myers-Saito cyclisation" ;
rdfs:comment "Cyclization of a enynyl allene to yield a toluene biradical with radical centres on the methyl group and at the meta position." ;
rdfs:subClassOf obo:RXNO_0000005 .
obo:RXNO_0000327 a rdfs:Class ;
rdfs:label "benzylamine deprotection" ;
rdfs:comment "An amino group deprotection reaction where a benzylamine group is removed by hydrogenation." ;
rdfs:subClassOf obo:MOP_0000589 , obo:RXNO_0000320 .
obo:RXNO_0000417 a rdf:Property ;
rdfs:label "deprotects" ;
rdfs:comment "If a reaction R deprotects a group G, then G is in the product where it wasn't in the reactant." ;
rdfs:domain obo:RXNO_0000203 ;
rdfs:range obo:CHEBI_24433 ;
rdfs:subPropertyOf obo:BFO_0000077 .
obo:RXNO_0000597 a rdfs:Class ;
rdfs:label "Corey-Bakshi-Shibata reduction" ;
rdfs:comment "Enantioselective reduction of a ketone to an alcohol with a chiral oxazaborolidine." ;
rdfs:subClassOf obo:MOP_0000580 , obo:RXNO_0000037 .
obo:RXNO_0000558 a rdfs:Class ;
rdfs:label "obsolete: bromo Heck reaction/Liebeskind-Srogl coupling" ;
rdfs:comment "This term has been obsoleted because the ID was inadvertently reused for two classes. See RXNO:0000625 for the bromo Heck reaction and RXNO:0000604 for Liebeskind-Srogl coupling." .
obo:RXNO_0000655 a rdfs:Class ;
rdfs:label "Favorskii reaction"@en ;
rdfs:comment "A reaction between an alkyne and a carbonyl group under basic conditions in which a terminal alkyne serves as the CH-acidic moiety. When the carbonyl is an aldehyde, the 'Favorskii rearrangement' (RXNO:0000385) takes place and leads to an enone." ;
rdfs:subClassOf obo:RXNO_0000002 .
obo:RXNO_0000587 a rdfs:Class ;
rdfs:label "triflyloxy Sonogashira coupling" ;
rdfs:comment "A Sonogashira coupling where the role of the halide is played by a triflyloxy group." ;
rdfs:subClassOf obo:RXNO_0000137 .
obo:RXNO_0000425 a rdf:Property ;
rdfs:label "has_catalyst" ;
rdfs:comment "A relation between a planned reaction step and a molecular entity participating in that process that has_role catalyst ((CHEBI:35223)." ;
rdfs:range ;
rdfs:subPropertyOf obo:BFO_0000057 .
obo:RXNO_0000007 a rdfs:Class ;
rdfs:label "ene reaction" ;
rdfs:comment "A joining reaction where an alkene with an allylic hydrogen reacts with a compound containing a multiple bond (an enophile) to form a substituted alkene." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:MOP_0000589 a rdfs:Class ;
rdfs:label "hydrogenation" ;
rdfs:comment "A reduction process that involves addition of hydrogen atoms across a double bond." ;
rdfs:subClassOf obo:MOP_0000569 .
obo:CHEBI_72695 a rdfs:Class ;
rdfs:label "organic molecule" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:CHEBI_33848 a rdfs:Class ;
rdfs:label "polycyclic arene" ;
rdfs:comment "A polycyclic aromatic hydrocarbon." ;
rdfs:subClassOf obo:CHEBI_33658 .
obo:RXNO_0000274 a rdfs:Class ;
rdfs:label "retro-aldol addition" ;
rdfs:comment "The reverse of an aldol addition, in which a beta-hydroxy ketone fragments to form a carbonyl compound and the enolate of an alpha-acidic carbonyl compound." ;
rdfs:subClassOf obo:RXNO_0000073 .
obo:RXNO_0000547 a rdfs:Class ;
rdfs:label "Sarett oxidation" ;
rdfs:comment "Oxidation of an alcohol with a pyridine-chromium trioxide complex to yield a carbonyl compound." ;
rdfs:subClassOf obo:MOP_0000572 , obo:RXNO_0000012 .
obo:RXNO_0000269 a rdfs:Class ;
rdfs:label "alkyne-azide click reaction" ;
rdfs:comment "A [3+2] cycloaddition reaction between an azide and an alkyne to give a 1,2,3-triazole, needing only heat to proceed." ;
rdfs:subClassOf obo:MOP_0000715 , obo:RXNO_0000018 .
obo:RXNO_0000525 a rdfs:Class ;
rdfs:label "Castro-Stephens coupling" ;
rdfs:comment "Palladium-catalysed coupling of copper(I) acetylides with aryl halides to yield arylacetylenes." ;
rdfs:subClassOf obo:RXNO_0000000 , obo:RXNO_0000316 .
obo:RXNO_0000102 a rdfs:Class ;
rdfs:label "Leuckart-Wallach reaction" ;
rdfs:comment "The reductive amination of ketones or aldehydes with an amine and formic acid to form amines." ;
rdfs:subClassOf obo:RXNO_0000335 .
obo:BFO_0000057 a rdf:Property ;
rdfs:label "has_participant" ;
rdfs:range .
obo:RXNO_0000236 a rdfs:Class ;
rdfs:label "Biginelli reaction" ;
rdfs:comment "A three-component coupling of a beta-keto ester, an aldehyde and urea to give a 3,4-dihydropyrimidinone." ;
rdfs:subClassOf obo:MOP_0000628 , obo:RXNO_0000005 .
obo:RXNO_0000614 a rdfs:Class ;
rdfs:label "indazole synthesis" ;
rdfs:comment "A planned reaction in which one of the products contains an indazole system that was not in any of the reactants." ;
rdfs:subClassOf obo:RXNO_0000347 .
obo:RXNO_0000210 a rdfs:Class ;
rdfs:label "Fleming-Tamao oxidation" ;
rdfs:comment "The stereospecific oxidation of a (phenyldimethylsilyl)alkane to the corresponding alcohol using bromine, usually generated in situ from potassium bromide and peracetic acid." ;
rdfs:subClassOf obo:RXNO_0000331 .
obo:RXNO_0000443 a rdfs:Class ;
rdfs:label "Sakurai reaction" ;
rdfs:comment "Reaction of allyltrimethylsilane with a carbon electrophile to allylate the carbon electrophile." ;
rdfs:subClassOf obo:MOP_0000422 , obo:RXNO_0000002 .
obo:RXNO_0000538 a rdfs:Class ;
rdfs:label "Chugaev reaction" ;
rdfs:comment "Elimination of a water molecule from a secondary alcohol to yield an olefin." ;
rdfs:subClassOf obo:RXNO_0000123 .
obo:CHEBI_51867 a rdfs:Class ;
rdfs:label "methyl ketone" ;
rdfs:comment "A ketone of formula RC(=O)CH3 (R =/= H)." ;
rdfs:subClassOf obo:CHEBI_17087 .
obo:RXNO_0000297 a rdfs:Class ;
rdfs:label "hydrotelluration" ;
rdfs:comment "The reaction of a organotellurium hydride with an alkyne, to give a (usually (Z)-configured) vinyltellurium species." ;
rdfs:subClassOf obo:RXNO_0000294 .
obo:RXNO_0000043 a rdfs:Class ;
rdfs:label "Claisen condensation" ;
rdfs:comment "A carbon-carbon coupling reaction of an ester and a carbonyl compound to form a beta-keto ester." ;
rdfs:subClassOf obo:MOP_0000723 , obo:RXNO_0000000 .
obo:RXNO_0000536 a rdfs:Class ;
rdfs:label "Parham cyclisation" ;
rdfs:comment "Reaction of a bromoarene that has an electrophilic group at the para-position with lithium bromide or lithium iodide followed by intramolecular cyclisation to yield a fused-ring system." ;
rdfs:subClassOf obo:RXNO_0000052 .
obo:CHEBI_68452 a rdfs:Class ;
rdfs:label "azole" ;
rdfs:comment "Any monocyclic heteroarene consisting of a five-membered ring containing nitrogen. Azoles can also contain one or more other non-carbon atoms, such as nitrogen, sulfur or oxygen." ;
rdfs:subClassOf obo:CHEBI_38101 .
obo:RXNO_0000579 a rdfs:Class ;
rdfs:label "iodo Sonogashira coupling" ;
rdfs:comment "A Sonogashira coupling where the aryl halide is an aryl iodide." ;
rdfs:subClassOf obo:RXNO_0000137 .
obo:CHEBI_32877 a rdfs:Class ;
rdfs:label "primary amine" ;
rdfs:subClassOf obo:CHEBI_32952 .
obo:RXNO_0000680 a rdfs:Class ;
rdfs:label "Fukuyama reduction"@en ;
rdfs:comment "The reduction of a thioester to an aldehyde by a silyl hydride in the presence of catalytic amounts of palladium." ;
rdfs:subClassOf obo:RXNO_0000037 .
obo:MOP_0002411 a rdfs:Class ;
rdfs:label "N-arylation" ;
rdfs:comment "Formation of a covalent bond between a nitrogen atom in a substrate and an aryl group." ;
rdfs:subClassOf obo:MOP_0000411 .
obo:MOP_0000003 a rdfs:Class ;
rdfs:label "formylation" ;
rdfs:comment "Formation of a covalent bond between a substrate and a formyl group." ;
rdfs:subClassOf obo:MOP_0000479 .
obo:RXNO_0000470 a rdfs:Class ;
rdfs:label "Allan-Robinson flavone synthesis" ;
rdfs:comment "Reaction of ortho-hydroxyaryl ketones with aromatic carboxylic acid anhydrides to yield a flavone." ;
rdfs:subClassOf obo:RXNO_0000475 .
obo:CHEBI_2634 a rdfs:Class ;
rdfs:label "amidine" ;
rdfs:comment "Derivatives of oxoacids RnE(=O)OH in which the hydroxy group is replaced by an amino group and the oxo group is replaced by =NR. In organic chemistry an unspecified amidine is commonly a carboxamidine." ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000258 a rdfs:Class ;
rdfs:label "Simmons-Smith reaction" ;
rdfs:comment "A ring formation reaction where an alkene reacts with a dihalomethane in the presence of a metal atom or metal complexes to form a cyclopropane. The traditional reaction uses a zinc-copper couple and diiodomethane." ;
rdfs:subClassOf obo:RXNO_0000005 .
obo:CHEBI_5653 a rdfs:Class ;
rdfs:label "hemiacetal" ;
rdfs:comment "A compound having the general formula RR'C(OH)OR'' (R'' =/= H)." ;
rdfs:subClassOf obo:CHEBI_30879 .
obo:RXNO_0000432 a rdfs:Class ;
rdfs:label "tert-butyl protection" ;
rdfs:comment "A carboxy group protection where the product is a tert-butyl ester." ;
rdfs:subClassOf obo:RXNO_0000325 .
obo:MOP_0000791 a rdfs:Class ;
rdfs:label "aromatic substitution" ;
rdfs:comment "A substitution reaction in which one singly-bonded substituent on an aromatic skeleton is replaced by another singly-bonded substituent." ;
rdfs:subClassOf obo:MOP_0000790 .
obo:CHEBI_50047 a rdfs:Class ;
rdfs:label "organic amino compound" ;
rdfs:comment "A compound formally derived from ammonia by replacing one, two or three hydrogen atoms by organyl groups." ;
rdfs:subClassOf obo:CHEBI_35352 .
obo:RXNO_0000640 a rdfs:Class ;
rdfs:label "chlorolactonization" ;
rdfs:comment "A halolactionization where the halide is a chloride." ;
rdfs:subClassOf obo:RXNO_0000593 .
obo:CHEBI_33364 a rdfs:Class ;
rdfs:label "platinum atom" ;
rdfs:subClassOf obo:CHEBI_27081 .
obo:RXNO_0000192 a rdfs:Class ;
rdfs:label "Buchwald-Hartwig amination" ;
rdfs:comment "A reaction in which an aryl halide or aryl triflate reacts with a primary or secondary amine in the presence of base to give a secondary or tertiary amine. It is catalysed by a palladium catalyst." ;
rdfs:subClassOf obo:RXNO_0000332 .
a rdf:Property ;
rdfs:label "has_part" ;
rdfs:range .
obo:RXNO_0000206 a rdfs:Class ;
rdfs:label "ring contraction" ;
rdfs:comment "A planned reaction step in which an existing ring is reduced in size." ;
rdfs:subClassOf obo:RXNO_0000005 .
obo:RXNO_0000169 a rdfs:Class ;
rdfs:label "Dakin reaction" ;
rdfs:comment "The reaction of ortho- or para-phenolic (or ortho- or para-anilinic) aldehydes or ketones with hydrogen peroxide to form bisphenols (or hydroxy anilines) and carboxylic acids." ;
rdfs:subClassOf obo:RXNO_0000073 .
obo:RXNO_0000569 a rdfs:Class ;
rdfs:label "obsolete: bromolactonization/bromo Heck-type reaction" ;
rdfs:comment "This term has been obsoleted because the ID was inadvertently reused for two classes. See RXNO:0000636 for bromolactonization and RXNO:0000629 for the bromo Heck-type reaction." .
obo:RXNO_0000285 a rdfs:Class ;
rdfs:label "Luche reaction" ;
rdfs:comment "A carbon-carbon coupling reaction where an aldehyde or ketone reacts with an allyl halide and zinc to give a homoallylic alcohol." ;
rdfs:subClassOf obo:RXNO_0000002 .
obo:RXNO_0000359 a rdfs:Class ;
rdfs:label "N-acylation to carbamate" ;
rdfs:comment "An N-acylation reaction where a nitrogen centre is acylated to form a carbamate." ;
rdfs:subClassOf obo:MOP_0002479 .
obo:CHEBI_50784 a rdfs:Class ;
rdfs:label "pivalate ester" ;
rdfs:subClassOf obo:CHEBI_33308 .
obo:RXNO_0000527 a rdfs:Class ;
rdfs:label "Chichibabin reaction" ;
rdfs:comment "Reaction of an azacycle with an alkali-metal amide to yield an aminated azacycle." ;
rdfs:subClassOf obo:MOP_0000650 , obo:RXNO_0000331 .
obo:RXNO_0000247 a rdfs:Class ;
rdfs:label "ring-opening metathesis polymerisation" ;
rdfs:comment "A joining reaction in which two carbon-carbon double bonds are redistributed among two fragments, i.e. two alkenes. It is typically catalysed by a metal carbenoid, and proceeds via two four-membered intermediates (metallacyclobutanes). The reaction is driven by release of ring strain in the cycloalkene." ;
rdfs:subClassOf obo:RXNO_0000246 .
obo:RXNO_0000639 a rdfs:Class ;
rdfs:label "chloro Suzuki-type coupling" ;
rdfs:comment "A Suzuki-type coupling where the halide is a chloride." ;
rdfs:subClassOf obo:RXNO_0000592 .
obo:CHEBI_26519 a rdfs:Class ;
rdfs:label "radical" ;
rdfs:comment "A molecular entity possessing an unpaired electron." ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:MOP_0000735 a rdfs:Class ;
rdfs:label "Lewis base catalysis" ;
rdfs:subClassOf obo:MOP_0000731 .
obo:RXNO_0000316 a rdfs:Class ;
rdfs:label "palladium-catalysed carbon-carbon coupling reaction" ;
rdfs:comment "A carbon-carbon coupling reaction that is catalysed by a palladium atom." ;
rdfs:subClassOf obo:RXNO_0000002 .
obo:CHEBI_36605 a rdfs:Class ;
rdfs:label "phthalic anhydride" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000201 a rdfs:Class ;
rdfs:label "Steglich rearrangement" ;
rdfs:comment "The rearrangement of an oxazolyl carbonate to a C-carboxyazlactone." ;
rdfs:subClassOf obo:RXNO_0000025 .
obo:RXNO_0000040 a rdfs:Class ;
rdfs:label "Ullmann reaction" ;
rdfs:comment "A carbon-carbon homocoupling reaction of an aryl halide mediated by copper." ;
rdfs:subClassOf obo:RXNO_0000039 .
obo:RXNO_0000549 a rdfs:Class ;
rdfs:label "Sarett secondary alcohol oxidation" ;
rdfs:comment "Oxidation of a secondary alcohol with a pyridine-chromium trioxide complex to yield a ketone." ;
rdfs:subClassOf obo:MOP_0000574 , obo:RXNO_0000547 .
obo:RXNO_0000456 a rdfs:Class ;
rdfs:label "addition objective" ;
rdfs:comment "A functional modification objective that is satisfied by a reaction in which two or more groups of atoms are added to the molecule, resulting in a change of skeletal bond order." ;
rdfs:subClassOf obo:RXNO_0000442 .
obo:RXNO_0000300 a rdfs:Class ;
rdfs:label "thiol-ene reaction" ;
rdfs:comment "The addition of a thiol across the double bond of an alkene to give a thioether." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:RXNO_0000277 a rdfs:Class ;
rdfs:label "hydroalumination" ;
rdfs:comment "The reaction of an aluminium alkyl with an alkene, to give an intermediate aluminium species that can give various products after work-up." ;
rdfs:subClassOf obo:RXNO_0000294 .
obo:RXNO_0000485 a rdfs:Class ;
rdfs:label "protection objective" ;
rdfs:comment "A functional modification objective that is satisfied by protecting some functional group." ;
rdfs:subClassOf obo:RXNO_0000442 .
obo:RXNO_0000162 a rdfs:Class ;
rdfs:label "Paal-Knorr furan synthesis" ;
rdfs:comment "The cyclisation of a 1,4-dicarbonyl compound with an acid catalyst to give a furan." ;
rdfs:subClassOf obo:RXNO_0000161 , obo:RXNO_0000346 .
obo:RXNO_0000099 a rdfs:Class ;
rdfs:label "Eglinton reaction" ;
rdfs:comment "A coupling reaction between two molecules of a terminal alkyne using stoichiometric Cu(II) salts." ;
rdfs:subClassOf obo:RXNO_0000000 , obo:RXNO_0000039 .
obo:CHEBI_44864 a rdfs:Class ;
rdfs:label "propane-1,3-dithiol" ;
rdfs:comment "A dithiol that is propane substituted by thiol groups at positions 1 ans 3." ;
rdfs:subClassOf obo:CHEBI_29256 .
obo:RXNO_0000611 a rdfs:Class ;
rdfs:label "Sandmeyer bromination" ;
rdfs:comment "An aromatic substitution reaction where an aryl diazonium salt reacts with a copper(I) bromide to form an aromatic bromide." ;
rdfs:subClassOf obo:RXNO_0000333 .
obo:RXNO_0000265 a rdfs:Class ;
rdfs:label "aza-Wittig reaction" ;
rdfs:comment "Reaction of a carbonyl compound with a phosphazene to give an imine." ;
rdfs:subClassOf obo:RXNO_0000367 .
obo:CHEBI_28802 a rdfs:Class ;
rdfs:label "flavonols" ;
rdfs:subClassOf obo:CHEBI_38104 .
obo:RXNO_0000662 a rdfs:Class ;
rdfs:label "Corey-Seebach reaction"@en ;
rdfs:comment "A chemical reaction in which ketones are synthesized from formaldehyde or other aldehydes, involving a temporary repolarization of a carbonyl group." ;
rdfs:subClassOf obo:RXNO_0000011 .
obo:RXNO_0000320 a rdfs:Class ;
rdfs:label "amino group deprotection" ;
rdfs:comment "A deprotection reaction where the reactive centre is an amino nitrogen atom." ;
rdfs:subClassOf obo:RXNO_0000203 .
obo:RXNO_0000051 a rdfs:Class ;
rdfs:label "Wolff rearrangement" ;
rdfs:comment "A rearrangement of a diazoketone to give a ketene, with the elimination of molecular nitrogen." ;
rdfs:subClassOf obo:RXNO_0000025 .
obo:CHEBI_278547 a rdfs:Class ;
rdfs:label "sodium azide" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000622 a rdfs:Class ;
rdfs:label "Meerwein-Ponndorf-Verley reduction of an aldehyde" ;
rdfs:comment "Meerwein-Ponndorf-Verley reduction of an aldehyde to the corresponding primary alcohol." ;
rdfs:subClassOf obo:RXNO_0000037 , obo:RXNO_0000089 .
obo:RXNO_0000514 a rdfs:Class ;
rdfs:label "Chapman rearrangement" ;
rdfs:comment "Rearrangement of an aryl imino ether to yield an N,N-diaryl amide." ;
rdfs:subClassOf obo:RXNO_0000025 .
obo:RXNO_0000625 a rdfs:Class ;
rdfs:label "obsolete: bromo Heck reaction" ;
rdfs:comment "A Heck reaction where an organobromide couples to a terminal olefin to produce an internal olefin, catalysed by palladium." .
obo:RXNO_0000496 a rdfs:Class ;
rdfs:label "Barton-Zard reaction" ;
rdfs:comment "Reaction of a nitroalkene with an alpha-isocyanoacetate to yield a substituted pyrrole." ;
rdfs:subClassOf obo:RXNO_0000497 .
obo:RXNO_0000521 a rdfs:Class ;
rdfs:label "carbazole synthesis" ;
rdfs:comment "Ring formation reaction where the intended product is a carbazole." ;
rdfs:subClassOf obo:MOP_0000543 , obo:RXNO_0000052 , obo:RXNO_0000347 .
obo:CHEBI_50413 a rdfs:Class ;
rdfs:label "hydroxyaldehyde" ;
rdfs:subClassOf obo:CHEBI_17478 .
obo:CHEBI_24129 a rdfs:Class ;
rdfs:label "furans" ;
rdfs:subClassOf obo:CHEBI_38104 .
obo:CHEBI_16648 a rdfs:Class ;
rdfs:label "dialkyl phosphate" ;
rdfs:subClassOf obo:CHEBI_22324 .
obo:RXNO_0000561 a rdfs:Class ;
rdfs:label "obsolete: triflyloxy Heck reaction/bromide Finkelstein reaction" ;
rdfs:comment "This term has been obsoleted because the ID was inadvertently reused for two classes. See RXNO:0000628 for the triflyloxy Heck reaction and RXNO:0000607 for the bromide Finkelstein reaction." .
obo:RXNO_0000402 a rdfs:Class ;
rdfs:label "Pinner pyrimidine synthesis" ;
rdfs:comment "Reaction of a 1,3-dicarbonyl compound with an amidine to yield a pyrimidine." ;
rdfs:subClassOf obo:RXNO_0000400 .
obo:RXNO_0000390 a rdfs:Class ;
rdfs:label "Seyferth-Gilbert-Bestmann homologation" ;
rdfs:comment "Seyferth-Gilbert aldehyde homologation where the Seyferth-Gilbert reagent is generated in situ by reaction with methanol and potassium carbonate." ;
rdfs:subClassOf obo:RXNO_0000388 .
obo:RXNO_0000035 a rdfs:Class ;
rdfs:label "Stille coupling" ;
rdfs:comment "A carbon-carbon coupling reaction where a stannane reacts with an organohalide or organotriflate." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:MOP_0001550 a rdfs:Class ;
rdfs:label "dehalogenation" ;
rdfs:comment "Breaking of a covalent bond between a substrate and a halo group." ;
rdfs:subClassOf obo:MOP_0000567 .
obo:RXNO_0000366 a rdfs:Class ;
rdfs:label "nitrile to acid conversion" ;
rdfs:comment "A functional group modification where a nitrile is transformed into a carboxylic acid." ;
rdfs:subClassOf obo:RXNO_0000011 .
obo:RXNO_0000220 a rdfs:Class ;
rdfs:label "Pummerer rearrangement" ;
rdfs:comment "The conversion of a sulfoxide with an alpha-hydrogen to an alpha-substituted thioether. The reaction is usually performed with an acid anhydride or acyl halide." ;
rdfs:subClassOf obo:RXNO_0000011 .
obo:RXNO_0000088 a rdfs:Class ;
rdfs:label "Negishi coupling" ;
rdfs:comment "A carbon-carbon coupling reaction between an organohalide or organotriflate and an organozinc compound. The reaction is catalysed by palladium or nickel." ;
rdfs:subClassOf obo:RXNO_0000002 .
obo:CHEBI_33853 a rdfs:Class ;
rdfs:label "phenols" ;
rdfs:subClassOf obo:CHEBI_33659 , obo:CHEBI_33822 .
obo:RXNO_0000651 a rdfs:Class ;
rdfs:label "Fenton 1,2-glycol oxidation" ;
rdfs:comment "The oxidation of a 1,2-glycol with Fenton's reagent (hydrogen peroxide and iron salts) to give an alpha-hydroxy aldehyde." ;
rdfs:subClassOf obo:RXNO_0000012 , obo:RXNO_0000266 .
obo:RXNO_0000593 a rdfs:Class ;
rdfs:label "halolactonization" ;
rdfs:comment "Addition of a carboxylic acid oxygen and halogen across a carbon-carbon double bond to form a lactone." ;
rdfs:subClassOf obo:RXNO_0000346 .
obo:RXNO_0000516 a rdfs:Class ;
rdfs:label "Bergmann degradation" ;
rdfs:comment "Removal of a terminal amino acid residue from a peptide by benzoylation, azidation, treatment with benzyl alcohol, hydrogenation and hydrolysis." ;
rdfs:subClassOf obo:RXNO_0000517 .
obo:CHEBI_33658 a rdfs:Class ;
rdfs:label "arene" ;
rdfs:subClassOf obo:CHEBI_33659 .
obo:RXNO_0000032 a rdfs:Class ;
rdfs:label "Mannich reaction" ;
rdfs:comment "A carbon-carbon coupling reaction where ammonia or an amine reacts with a non-enolisable aldehyde, often methanal, and an enolisable carbonyl compound to form a beta-amino carbonyl compound." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:MOP_0000627 a rdfs:Class ;
rdfs:label "condensation reaction" ;
rdfs:comment "A reaction in which two or more reactants or remote reactive sites within the same molecular entity yield a single main product with accompanying formation of a small molecule." ;
rdfs:subClassOf obo:MOP_0000543 .
obo:CHEBI_23086 a rdfs:Class ;
rdfs:label "chalcones" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000254 a rdfs:Class ;
rdfs:label "MacDonald condensation" ;
rdfs:comment "The reaction between a 1,9-diformyldipyrromethane and a dipyrromethane to give a porphodimethene." ;
rdfs:subClassOf obo:RXNO_0000052 .
obo:MOP_0000718 a rdfs:Class ;
rdfs:label "enolisable carbonyl compound" ;
rdfs:comment "A carbonyl compound that bears the disposition to be enolised." ;
rdfs:subClassOf obo:CHEBI_36587 .
obo:BFO_0000162 a rdf:Property ;
rdfs:label "has disposition at all times" ;
rdfs:range .
obo:RXNO_0000077 a rdfs:Class ;
rdfs:label "Darzens reaction" ;
rdfs:comment "A coupling of an aldehyde or ketone with an alpha-halo ester to form an alpha,beta-epoxy ester, which hydrolyses to yield aldehydes or ketones by elimination of carbon dioxide." ;
rdfs:subClassOf obo:MOP_0000722 , obo:RXNO_0000000 .
obo:RXNO_0000188 a rdfs:Class ;
rdfs:label "Zimmermann reaction" ;
rdfs:comment "The reaction between a methylene ketone and a polynitro aromatic compound." ;
rdfs:subClassOf obo:RXNO_0000002 .
obo:CHEBI_59656 a rdfs:Class ;
rdfs:label "phosphine oxide" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:CHEBI_73474 a rdfs:Class ;
rdfs:label "acetylenic compound" ;
rdfs:subClassOf obo:CHEBI_72695 .
obo:RXNO_0000108 a rdfs:Class ;
rdfs:label "ring expansion" ;
rdfs:comment "A reaction in which an existing ring is increased in size." ;
rdfs:subClassOf obo:RXNO_0000005 .
obo:RXNO_0000474 a rdfs:Class ;
rdfs:label "Auwers synthesis" ;
rdfs:comment "Ring expansion of a 2-bromo-2-(alpha-bromobenzyl)-1-benzofuran to a flavonol in alcoholic alkali." ;
rdfs:subClassOf obo:RXNO_0000108 , obo:RXNO_0000346 .
obo:MOP_0000578 a rdfs:Class ;
rdfs:label "ester reduction to aldehyde" ;
rdfs:comment "An ester reduction where the product is the corresponding aldehyde." ;
rdfs:subClassOf obo:MOP_0000577 .
obo:MOP_0000570 a rdfs:Class ;
rdfs:label "electron attachment" ;
rdfs:comment "The transfer of an electron to a molecular entity, resulting in a molecular entity of increased negative charge." ;
rdfs:subClassOf obo:MOP_0000569 .
obo:RXNO_0000467 a rdfs:Class ;
rdfs:label "Algar-Flynn-Oyamada reaction" ;
rdfs:comment "A fused-ring-system formation reaction where a flavonol is produced by oxidation of a chalcone with alkaline hydrogen peroxide." ;
rdfs:subClassOf obo:RXNO_0000052 , obo:RXNO_0000346 .
obo:CHEBI_36587 a rdfs:Class ;
rdfs:label "carbonyl compound" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000603 a rdfs:Class ;
rdfs:label "cross-coupling" ;
rdfs:comment "A joining reaction where a carbon-carbon bond is formed between unlike moieties." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:RXNO_0000282 a rdfs:Class ;
rdfs:label "enyne metathesis" ;
rdfs:comment "A joining reaction in which a carbon-carbon double bond and a carbon-carbon triple bond are redistributed among two fragments, i.e. an alkene and an alkyne. It is typically catalysed by a metal carbenoid, and proceeds via two four-membered intermediates (metallacyclobutenes). As a low-MW alkene is not released, the reaction is usually driven by formation of a ring." ;
rdfs:subClassOf obo:RXNO_0000204 .
obo:RXNO_0000196 a rdfs:Class ;
rdfs:label "Stevens rearrangement, sulfonium" ;
rdfs:comment "The 1,2-rearrangement of an alpha-methylene sulfonium salt to a sulfide in the presence of strong base." ;
rdfs:subClassOf obo:RXNO_0000194 .
obo:CHEBI_48901 a rdfs:Class ;
rdfs:label "thiazoles" ;
rdfs:comment "An azole in which the five-membered heterocyclic aromatic skeleton contains a N atom and one S atom." ;
rdfs:subClassOf obo:CHEBI_38106 , obo:CHEBI_68452 .
obo:RXNO_0000644 a rdfs:Class ;
rdfs:label "Piancatelli rearrangement" ;
rdfs:comment "A rearrangement of a 2-furylcarbinol to a 4-hydroxycyclopentenone. It is acid-catalysed." ;
rdfs:subClassOf obo:RXNO_0000025 .
obo:RXNO_0000551 a rdfs:Class ;
rdfs:label "reductive imination" ;
rdfs:comment "A functional group modification where a carbonyl oxygen is replaced by an imine." ;
rdfs:subClassOf obo:MOP_0000555 , obo:RXNO_0000011 .
obo:RXNO_0000271 a rdfs:Class ;
rdfs:label "Fischer-Tropsch process" ;
rdfs:comment "A process in which carbon monoxide and hydrogen ('syngas') are converted into various liquid hydrocarbons." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:RXNO_0000062 a rdfs:Class ;
rdfs:label "Skraup reaction" ;
rdfs:comment "A condensation between an aromatic amine and glycerol to give a quinoline." ;
rdfs:subClassOf obo:MOP_0000628 , obo:RXNO_0000393 .
obo:CHEBI_33341 a rdfs:Class ;
rdfs:label "titanium atom" ;
rdfs:subClassOf obo:CHEBI_27081 .
obo:CHEBI_61111 a rdfs:Class ;
rdfs:label "aminophosphonate" ;
rdfs:comment "An organic phosphonate of formula (RO)2P(=O)-CR2-NR2; R can be H." ;
rdfs:subClassOf obo:CHEBI_35352 , obo:CHEBI_37592 .
obo:CHEBI_28112 a rdfs:Class ;
rdfs:label "nickel atom" ;
rdfs:subClassOf obo:CHEBI_27081 .
obo:RXNO_0000204 a rdfs:Class ;
rdfs:label "multiple-bond metathesis" ;
rdfs:comment "A joining reaction in which two carbon-carbon multiple bonds are redistributed among two fragments. The reaction is typically catalysed by a metal carbenoid, and proceeds via two four-membered intermediates (metallacyclobutanes). The reaction is driven by release of a low-MW alkene." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:RXNO_0000046 a rdfs:Class ;
rdfs:label "Friedel-Crafts alkylation" ;
rdfs:comment "A carbon-carbon coupling reaction between an arene and an alkyl halide/alkene/alcohol (anything that can form a carbocation) to give a substituted arene. The reaction is catalysed by a Lewis acid." ;
rdfs:subClassOf obo:RXNO_0000369 .
obo:RXNO_0000355 a rdfs:Class ;
rdfs:label "allylic oxidation" ;
rdfs:comment "An oxidation reaction where an allylic C-H bond is replaced by a C=O bond." ;
rdfs:subClassOf obo:MOP_0000568 .
obo:RXNO_0000177 a rdfs:Class ;
rdfs:label "Kharasch reaction" ;
rdfs:comment "The transfer of a hydrogen or halogen atom from a haloalkane to an alkene, giving the chain-extended halogenated alkane." ;
rdfs:subClassOf obo:RXNO_0000070 .
obo:CHEBI_33595 a rdfs:Class ;
rdfs:label "cyclic compound" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:CHEBI_24043 a rdfs:Class ;
rdfs:label "flavones" ;
rdfs:subClassOf obo:CHEBI_38104 .
obo:RXNO_0000324 a rdfs:Class ;
rdfs:label "benzyl ether protection" ;
rdfs:comment "A hydroxyl group protection where the hydroxyl oxygen atom is protected by formation of a benzyl ether." ;
rdfs:subClassOf obo:RXNO_0000323 .
obo:RXNO_0000055 a rdfs:Class ;
rdfs:label "Vilsmeier-Haack reaction" ;
rdfs:comment "A formylation of an activated arene with a disubstituted formamide to give an arenecarbaldehyde." ;
rdfs:subClassOf obo:MOP_0000003 , obo:RXNO_0000002 .
obo:RXNO_0000550 a rdfs:Class ;
rdfs:label "Collins oxidation" ;
rdfs:comment "Oxidation of a primary alcohol with a pyridine-chromium trioxide complex in dichloromethane to yield an aldehyde." ;
rdfs:subClassOf obo:MOP_0000572 , obo:RXNO_0000012 .
obo:CHEBI_24472 a rdfs:Class ;
rdfs:label "halohydrocarbon" ;
rdfs:comment "A compound derived from a hydrocarbon by replacing a hydrogen atom with a halogen atom." ;
rdfs:subClassOf obo:CHEBI_17792 .
obo:RXNO_0000313 a rdfs:Class ;
rdfs:label "hetero-Diels-Alder reaction" ;
rdfs:comment "A [4+2] cycloaddition reaction where a diene (or heterocyclic analogue) reacts with a dienophile to form an unsaturated heterocyclic six-membered ring compound." ;
rdfs:subClassOf obo:RXNO_0000006 .
obo:BFO_0000055 a rdf:Property ;
rdfs:label "realizes" ;
rdfs:range .
obo:RXNO_0000394 a rdfs:Class ;
rdfs:label "Knorr quinoline synthesis" ;
rdfs:comment "Synthesis of an alpha-hydroxyquinoline by reaction of a beta-ketoester and an arylamine then dehydration with concentrated sulfuric acid." ;
rdfs:subClassOf obo:RXNO_0000393 .
obo:MOP_0000826 a rdfs:Class ;
rdfs:label "dienophilicity" ;
rdfs:comment "A disposition which is realised in a [4+2] reaction with a double-bonded system." ;
rdfs:subClassOf obo:BFO_0000016 .
obo:RXNO_0000084 a rdfs:Class ;
rdfs:label "Barbier reaction" ;
rdfs:comment "A joining reaction between an aldehyde or ketone and an alkyl halide or aryl halide or vinyl halide or allyl halide in the presence of metal to give a secondary or tertiary alcohol." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:RXNO_0000199 a rdfs:Class ;
rdfs:label "3-aza-Cope rearrangement" ;
rdfs:comment "The rearrangement of a 3-aza-1,5-hexadiene to form a delta,epsilon-unsaturated imine." ;
rdfs:subClassOf obo:RXNO_0000197 .
obo:RXNO_0000001 a rdfs:Class ;
rdfs:label "planned reaction step" ;
rdfs:comment "A molecular process with which the experimenters aim to achieve a particular molecular transformation." ;
rdfs:subClassOf obo:OBI_0000011 .
obo:RXNO_0000333 a rdfs:Class ;
rdfs:label "Sandmeyer halogenation" ;
rdfs:comment "An aromatic substitution reaction where an aryl diazonium salt reacts with a copper(I) halide to form an aromatic halide." ;
rdfs:subClassOf obo:RXNO_0000021 .
obo:RXNO_0000582 a rdfs:Class ;
rdfs:label "iodolactonization" ;
rdfs:comment "A halolactionization where the halide is an iodide." ;
rdfs:subClassOf obo:RXNO_0000593 .
obo:CHEBI_18291 a rdfs:Class ;
rdfs:label "manganese atom" ;
rdfs:comment "A manganese group element atom that has formula Mn." ;
rdfs:subClassOf obo:CHEBI_27081 .
obo:RXNO_0000510 a rdfs:Class ;
rdfs:label "Benkeser reduction" ;
rdfs:comment "Addition of hydrogen atoms to unsaturated rings by means of alkali metals in low-molecular weight amines." ;
rdfs:subClassOf obo:MOP_0000589 , obo:RXNO_0000041 .
obo:RXNO_0000452 a rdfs:Class ;
rdfs:label "ketone Sakurai reaction" ;
rdfs:comment "A carbon-carbon coupling reaction in which a ketone reacts with allyltrimethylsilane to form a homoallylic alcohol." ;
rdfs:subClassOf obo:RXNO_0000212 .
obo:RXNO_0000174 a rdfs:Class ;
rdfs:label "Sommelet-Hauser rearrangement" ;
rdfs:comment "The [2,3]-sigmatropic rearrangement of a benzyl quaternary ammonium salt to form an aniline." ;
rdfs:subClassOf obo:RXNO_0000025 .
obo:CHEBI_51462 a rdfs:Class ;
rdfs:label "alkyllithium compound" ;
rdfs:comment "An organolithium compound where an alkyl group is bound to a lithium atom." ;
rdfs:subClassOf obo:CHEBI_51186 .
obo:RXNO_0000678 a rdfs:Class ;
rdfs:label "Aston-Greenburg rearrangement"@en ;
rdfs:comment "The rearrangement of an alpha-haloketone into an ester with a tertiary alpha-carbon atom by intramolecular migration of an alkyl or aryl group." ;
rdfs:subClassOf obo:RXNO_0000025 .
obo:RXNO_0000505 a rdfs:Class ;
rdfs:label "Mukaiyama-Hoshino method" ;
rdfs:comment "Reaction of a primary nitro compound with phenyl isocynatate and triethylamine to yield a nitrile oxide." ;
rdfs:subClassOf obo:RXNO_0000011 .
obo:RXNO_0000012 a rdfs:Class ;
rdfs:label "functional group oxidation" ;
rdfs:comment "A functional group modification reaction where a functional group is oxidised." ;
rdfs:subClassOf obo:MOP_0000568 , obo:RXNO_0000011 .
obo:MOP_0000656 a rdfs:Class ;
rdfs:label "elimination reaction" ;
rdfs:comment "A molecular process where two groups are lost with concomitant formation of an unsaturation in the molecule or formation of a new ring." ;
rdfs:subClassOf obo:MOP_0000543 .
obo:CHEBI_17245 a rdfs:Class ;
rdfs:label "carbon monoxide" ;
rdfs:comment "A one-carbon compound in which the carbon is joined only to a single oxygen. It is a colourless, odourless, tasteless, toxic gas." ;
rdfs:subClassOf obo:CHEBI_23014 .
obo:RXNO_0000006 a rdfs:Class ;
rdfs:label "Diels-Alder reaction" ;
rdfs:comment "A [4+2] cycloaddition reaction where a diene reacts with a compound containing a double or triple bond (a dienophile) to form an unsaturated six-membered ring compound." ;
rdfs:subClassOf obo:MOP_0000565 .
obo:MOP_0000369 a rdfs:Class ;
rdfs:label "alkylation" ;
rdfs:comment "Formation of a covalent bond between a substrate and an alkyl group." ;
rdfs:subClassOf obo:MOP_0000410 .
obo:RXNO_0000068 a rdfs:Class ;
rdfs:label "semidine rearrangement" ;
rdfs:comment "A rearrangement of a p-substituted hydrazobenzene to give a p-aminodiphenylamine." ;
rdfs:subClassOf obo:RXNO_0000093 .
obo:CHEBI_50075 a rdfs:Class ;
rdfs:label "dihydropyridine" ;
rdfs:subClassOf obo:CHEBI_38101 .
obo:RXNO_0000304 a rdfs:Class ;
rdfs:label "Julia-Kocienski olefination" ;
rdfs:comment "A carbon-carbon coupling reaction between a tetrazole sulfone and an aldehyde or ketone to give a (typically trans) alkene." ;
rdfs:subClassOf obo:RXNO_0000479 .
obo:RXNO_0000372 a rdfs:Class ;
rdfs:label "heteroaryl N-arylation" ;
rdfs:comment "An N-arylation reaction where the reactive centre is an azacycle ring nitrogen." ;
rdfs:subClassOf obo:MOP_0002411 .
obo:CHEBI_23252 a rdfs:Class ;
rdfs:label "cinnamic acids" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:CHEBI_32876 a rdfs:Class ;
rdfs:label "tertiary amine" ;
rdfs:subClassOf obo:CHEBI_32952 .
obo:CHEBI_33338 a rdfs:Class ;
rdfs:label "aryl group" ;
rdfs:subClassOf obo:CHEBI_24433 .
obo:RXNO_0000288 a rdfs:Class ;
rdfs:label "Rosenmund-von Braun reaction" ;
rdfs:comment "A carbon-carbon coupling reaction where an aryl halide reacts with copper(I) cyanide to give an aryl nitrile." ;
rdfs:subClassOf obo:RXNO_0000002 .
obo:CHEBI_39447 a rdfs:Class ;
rdfs:label "pyrimidines" ;
rdfs:subClassOf obo:CHEBI_38101 .
obo:RXNO_0000489 a rdfs:Class ;
rdfs:label "functional group addition objective" ;
rdfs:comment "A functional modification objective that is satisfied by a reaction in which a covalent bond is formed between the molecular skeleton and a functional group and where the skeletal bond order is unchanged." ;
rdfs:subClassOf obo:RXNO_0000442 .
obo:RXNO_0000118 a rdfs:Class ;
rdfs:label "Sommelet reaction" ;
rdfs:comment "The oxidation of a benzylic halide to give an aldehyde. The reaction uses hexamethylenetetramine." ;
rdfs:subClassOf obo:RXNO_0000011 .
obo:CHEBI_37963 a rdfs:Class ;
rdfs:label "pyranone" ;
rdfs:comment "Any of a class of cyclic chemical compounds that contain an unsaturated six-membered ring with one ring oxygen atom and an oxo substituent." ;
rdfs:subClassOf obo:CHEBI_26407 .
obo:CHEBI_55380 a rdfs:Class ;
rdfs:label "beta-hydroxy ketone" ;
rdfs:subClassOf obo:CHEBI_52395 .
obo:CHEBI_33575 a rdfs:Class ;
rdfs:label "carboxylic acid" ;
rdfs:subClassOf obo:CHEBI_36587 .
obo:MOP_0000719 a rdfs:Class ;
rdfs:label "O-dealkylation" ;
rdfs:comment "Breaking of a covalent bond between an alkyl group and an oxygen atom." ;
rdfs:subClassOf obo:MOP_0001369 .
obo:MOP_0000714 a rdfs:Class ;
rdfs:label "carbonyl oxidation to alkyne" ;
rdfs:comment "Oxidation of a carbonyl group to an alkyne." ;
rdfs:subClassOf obo:MOP_0000568 .
obo:RXNO_0000185 a rdfs:Class ;
rdfs:label "Willgerodt reaction" ;
rdfs:comment "The conversion of an aryl alkyl ketone to an amide and/or an ammonium salt of a carboxylic acid using ammonium polysulfide. The carbonyl group of the product is always at the end of the alkyl chain." ;
rdfs:subClassOf obo:RXNO_0000011 .
obo:RXNO_0000152 a rdfs:Class ;
rdfs:label "Eschenmoser-Claisen rearrangement" ;
rdfs:comment "The coupling and subsequent [3,3]-sigmatropic rearrangement of an allylic alcohol and alpha,alpha-dialkoxy ethylamine to give a gamma,delta-unsaturated dialkyl amide." ;
rdfs:subClassOf obo:MOP_0000721 , obo:RXNO_0000150 .
obo:RXNO_0000057 a rdfs:Class ;
rdfs:label "Horner reaction" ;
rdfs:comment "A joining reaction between a phosphine oxide and a carbonyl compound to give an olefin." ;
rdfs:subClassOf obo:RXNO_0000479 .
obo:RXNO_0000412 a rdfs:Class ;
rdfs:label "Newman-Kwart rearrangement" ;
rdfs:comment "Rearrangement of an O-aryl thiocarbamate to an S-aryl thiocarbamate by migration of the aryl group." ;
rdfs:subClassOf obo:RXNO_0000011 .
obo:MOP_0000723 a rdfs:Class ;
rdfs:label "deethanolative condensation" ;
rdfs:comment "A reaction in which two or more reactants or remote reactive sites within the same molecular entity yield a single main product with accompanying formation of an ethanol molecule." ;
rdfs:subClassOf obo:MOP_0000825 .
obo:RXNO_0000023 a rdfs:Class ;
rdfs:label "Koerner-Contardi reaction" ;
rdfs:comment "An aromatic substitution reaction where an aryl diazonium salt reacts with a copper(II) halide to form an aromatic halide." ;
rdfs:subClassOf obo:RXNO_0000332 .
obo:RXNO_0000636 a rdfs:Class ;
rdfs:label "bromolactonization" ;
rdfs:comment "A halolactionization where the halide is a bromide." ;
rdfs:subClassOf obo:RXNO_0000593 .
obo:RXNO_0000607 a rdfs:Class ;
rdfs:label "bromide Finkelstein reaction" ;
rdfs:comment "The conversion of an alkyl bromide to an alkyl iodide by SN2 substitution.The reaction relies upon the equilibrium being pushed to completion by precipitation." ;
rdfs:subClassOf obo:RXNO_0000155 .
obo:RXNO_0000562 a rdfs:Class ;
rdfs:label "obsolete: bromo Heck-type reaction/sulfonate ester Finkelstein reaction" ;
rdfs:comment "This term has been obsoleted because the ID was inadvertently reused for two classes. See RXNO:0000629 for the bromo Heck-type reaction and RXNO:0000608 for the sulfonate ester Finkelstein reaction." .
obo:RXNO_0000231 a rdfs:Class ;
rdfs:label "aza-ene reaction" ;
rdfs:comment "A joining reaction where an N=C system with an allylic hydrogen reacts with a compound containing a multiple bond (an enophile) to form a substituted alkene." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:CHEBI_29785 a rdfs:Class ;
rdfs:label "nitro group" ;
rdfs:subClassOf obo:CHEBI_24433 .
obo:RXNO_0000633 a rdfs:Class ;
rdfs:label "bromo Sonogashira coupling" ;
rdfs:comment "A Sonogashira coupling where the aryl halide is an aryl bromide." ;
rdfs:subClassOf obo:RXNO_0000137 .
obo:RXNO_0000690 a rdfs:Class ;
rdfs:label "Atherton-Todd reaction"@en ;
rdfs:comment "The conversion of dialkyl phosphites (dialkyl phosphonates) to dialkyl chlorophosphates using tetrachloromethane and a base (usually a primary, secondary or tertiary amine)." ;
rdfs:subClassOf obo:MOP_0000550 , obo:RXNO_0000012 .
obo:RXNO_0000475 a rdfs:Class ;
rdfs:label "Allan-Robinson reaction" ;
rdfs:comment "Reaction of ortho-hydroxyaryl ketones with aromatic acid anhydrides to yield a flavone or isoflavone." ;
rdfs:subClassOf obo:RXNO_0000052 , obo:RXNO_0000346 .
obo:RXNO_0000571 a rdfs:Class ;
rdfs:label "obsolete: chloro Suzuki coupling/Heck-type reaction" ;
rdfs:comment "This term has been obsoleted because the ID was inadvertently reused for two classes. See RXNO:0000638 for chloro Suzuki coupling and RXNO:0000624 for the Heck-type reaction." .
obo:RXNO_0000344 a rdfs:Class ;
rdfs:label "alkene oxidative cleavage" ;
rdfs:comment "An alkene oxidation where the carbon-carbon double bond is cleaved." ;
rdfs:subClassOf obo:MOP_0000581 .
obo:RXNO_0000647 a rdfs:Class ;
rdfs:label "Wacker cyclisation" ;
rdfs:comment "A cyclisation where a hydroxyl group acts as the nucleophile in a Wacker-Tsuji oxidation accompanied by beta-hydride elimination, forming a ring." ;
rdfs:subClassOf obo:RXNO_0000018 .
obo:RXNO_0000463 a rdfs:Class ;
rdfs:label "molecular fragmentation objective" ;
rdfs:comment "A molecular transformation objective that is satisfied by a reaction in which the parent molecule breaks up into three or more products." ;
rdfs:subClassOf obo:RXNO_0000438 .
obo:CHEBI_25996 a rdfs:Class ;
rdfs:label "phenylhydrazine" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000073 a rdfs:Class ;
rdfs:label "cleaving reaction" ;
rdfs:comment "A reaction where atoms are lost from the molecular skeleton." ;
rdfs:subClassOf obo:RXNO_0000001 .
obo:RXNO_0000555 a rdfs:Class ;
rdfs:label "Appel bromination with bromine" ;
rdfs:comment "Conversion of an alcohol to an alkyl bromide with triphenylphosphine and bromine." ;
rdfs:subClassOf obo:RXNO_0000409 .
obo:RXNO_0000066 a rdfs:Class ;
rdfs:label "Staudinger reaction" ;
rdfs:comment "A joining of an organic azide and a tertiary phosphine to give a phosphazo compound." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:CHEBI_22712 a rdfs:Class ;
rdfs:label "benzenes" ;
rdfs:comment "Any benzenoid aromatic compound consisting of the benzene skeleton and its substituted derivatives." ;
rdfs:subClassOf obo:CHEBI_33836 .
obo:RXNO_0000022 a rdfs:Class ;
rdfs:label "Gattermann halogenation" ;
rdfs:comment "An aromatic substitution reaction where an aryl diazonium salt reacts with copper powder and hydrochloric acid or hydrobromic acid to form an aromatic chloride or bromide." ;
rdfs:subClassOf obo:MOP_0000550 , obo:RXNO_0000332 .
obo:MOP_0000733 a rdfs:Class ;
rdfs:label "accepting an electron pair in Lewis adduct formation" ;
rdfs:subClassOf obo:MOP_0000543 .
obo:CHEBI_35886 a rdfs:Class ;
rdfs:label "tertiary phosphine" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000478 a rdfs:Class ;
rdfs:label "Still-Gennari modification" ;
rdfs:comment "A Horner-Wadsworth-Emmons reaction that uses phosphonates with electron-withdrawing groups and dissociating conditions to produce predominantly Z-olefins." ;
rdfs:subClassOf obo:RXNO_0000056 .
obo:RXNO_0000076 a rdfs:Class ;
rdfs:label "Baylis-Hillman reaction" ;
rdfs:comment "A carbon-carbon coupling of an aldehyde to an activated alkene in the presence of a nucleophilic base to give an alpha-hydroxyalkylated compound." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:CHEBI_51721 a rdfs:Class ;
rdfs:label "alpha,beta-unsaturated ketone" ;
rdfs:subClassOf obo:CHEBI_17087 .
obo:CHEBI_39143 a rdfs:Class ;
rdfs:label "Lewis acid" ;
rdfs:subClassOf obo:BFO_0000016 .
obo:RXNO_0000170 a rdfs:Class ;
rdfs:label "Schmidt rearrangement, carboxylic acid" ;
rdfs:comment "The reaction of a carboxylic acid with hydrazoic acid to give the lower homologue amine, with the loss of the terminal carbon atom." ;
rdfs:subClassOf obo:RXNO_0000105 .
obo:CHEBI_36963 a rdfs:Class ;
rdfs:label "organooxygen compound" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:CHEBI_38104 a rdfs:Class ;
rdfs:label "oxacycle" ;
rdfs:subClassOf obo:CHEBI_5686 .
obo:RXNO_0000129 a rdfs:Class ;
rdfs:label "Ugi reaction" ;
rdfs:comment "Reaction of a ketone or aldehyde, amine, an isocyanide and carboxylic acid to form a bisamide." ;
rdfs:subClassOf obo:MOP_0000628 , obo:RXNO_0000000 .
obo:RXNO_0000674 a rdfs:Class ;
rdfs:label "decarboxylative cross-coupling"@en ;
rdfs:comment "A chemical reaction in which a carboxylic acid (or its salt) reacts with an organic (alkyl or aryl) halide to form a new carbon-carbon bond with concomitant loss of CO2. In addition, the reaction requires a metal catalyst, a base and an oxidizing agent." ;
rdfs:subClassOf obo:RXNO_0000603 .
obo:RXNO_0000658 a rdfs:Class ;
rdfs:label "acetal protection"@en ;
rdfs:comment "The acid-catalyzed formation of an acetal (or ketal) to protect a carbonyl group by nucleophilic addition of an alcohol to an aldehyde (or ketone) with the elimination of water." ;
rdfs:subClassOf obo:RXNO_0000657 .
obo:RXNO_0000469 a rdf:Property ;
rdfs:label "has_intermediate" ;
rdfs:comment "A relation between a planned reaction step and a molecular entity participating in that process. The creation and subsequent destruction of the molecular entity during the process are explicitly specified in the plan specification which the process realizes the concretization of." ;
rdfs:range ;
rdfs:subPropertyOf obo:BFO_0000057 .
obo:RXNO_0000113 a rdfs:Class ;
rdfs:label "Brook rearrangement" ;
rdfs:comment "The rearrangement of an alpha-, beta- or gamma-hydroxy silane to give a silyl ether. It is catalysed by a base." ;
rdfs:subClassOf obo:RXNO_0000025 .
obo:CHEBI_13759 a rdfs:Class ;
rdfs:label "alkylamine" ;
rdfs:subClassOf obo:CHEBI_32877 .
obo:MOP_0001713 a rdfs:Class ;
rdfs:label "decarboxylation" ;
rdfs:comment "Breaking of a covalent bond between a molecule and a carboxy group." ;
rdfs:subClassOf obo:MOP_0001458 .
obo:RXNO_0000617 a rdfs:Class ;
rdfs:label "pyrrolidine synthesis" ;
rdfs:comment "A planned reaction in which one of the products contains a pyrrolidine system that was not in any of the reactants." ;
rdfs:subClassOf obo:RXNO_0000347 .
obo:RXNO_0000377 a rdfs:Class ;
rdfs:label "Scholl reaction" ;
rdfs:comment "Coupling of two aromatic rings in the presence of a Lewis acid catalyst." ;
rdfs:subClassOf obo:RXNO_0000002 .
obo:RXNO_0000689 a rdfs:Class ;
rdfs:label "haloform reaction"@en ;
rdfs:comment "Cleavage of methyl ketones (i.e. oxidative demethylation) with halogens (or hypohalites) in the presence of a base to give a carboxylic acid and haloform (trihalomethane)." ;
rdfs:subClassOf obo:MOP_0000550 , obo:RXNO_0000105 .
obo:MOP_0000795 a rdfs:Class ;
rdfs:label "S-substitution" ;
rdfs:comment "A substitution reaction where the reactive centre is a sulfur atom." ;
rdfs:subClassOf obo:MOP_0000790 .
obo:CHEBI_26878 a rdfs:Class ;
rdfs:label "tertiary alcohol" ;
rdfs:subClassOf obo:CHEBI_30879 .
obo:MOP_0000584 a rdfs:Class ;
rdfs:label "primary alkene oxidation to carboxylic acid and carbon dioxide" ;
rdfs:comment "An alkene oxidation process where the reactant is a primary alkene and the products are carboxylic acid and carbon dioxide. This can be achieved with a warm, acidic solution of potassium permanganate." ;
rdfs:subClassOf obo:RXNO_0000344 .
obo:RXNO_0000146 a rdfs:Class ;
rdfs:label "Corey-Fuchs reaction" ;
rdfs:comment "A homologation reaction of an aldehyde to yield a terminal alkyne. The reagents are tetrabromomethane, triphenylphosphine, butyllithium and water." ;
rdfs:subClassOf obo:RXNO_0000070 .
obo:CHEBI_25750 a rdfs:Class ;
rdfs:label "oxime" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000337 a rdfs:Class ;
rdfs:label "nitro reduction to amine" ;
rdfs:comment "A reduction reaction where a nitro group is reduced to an amino group." ;
rdfs:subClassOf obo:MOP_0000569 , obo:RXNO_0000011 .
obo:RXNO_0000586 a rdfs:Class ;
rdfs:label "Steglich esterification" ;
rdfs:comment "An O-acylation to ester where dicyclohexylcarbodiimide is used as a coupling reagent and 4-dimethylaminopyridine as a catalyst." ;
rdfs:subClassOf obo:RXNO_0000360 .
obo:MOP_0000736 a rdfs:Class ;
rdfs:label "Brønsted base catalysis" ;
rdfs:subClassOf obo:MOP_0000731 .
obo:RXNO_0000225 a rdfs:Class ;
rdfs:label "Wohl-Ziegler bromination" ;
rdfs:comment "The allylic or benzylic bromination of hydrocarbons using an N-bromoimide and a radical initiator, to give an allylic or benzylic bromide." ;
rdfs:subClassOf obo:RXNO_0000373 .
obo:MOP_0002369 a rdfs:Class ;
rdfs:label "N-alkylation" ;
rdfs:comment "Formation of a covalent bond between a nitrogen atom in a substrate and an alkyl group." ;
rdfs:subClassOf obo:MOP_0000369 .
obo:CHEBI_46883 a rdfs:Class ;
rdfs:label "carboxy group" ;
rdfs:subClassOf obo:CHEBI_24433 .
obo:RXNO_0000000 a rdfs:Class ;
rdfs:label "molecular skeleton joining reaction" ;
rdfs:comment "A reaction where the number of atoms in the molecular skeleton increases." ;
rdfs:subClassOf obo:RXNO_0000001 , obo:RXNO_0000002 .
obo:RXNO_0000232 a rdfs:Class ;
rdfs:label "Petasis reaction" ;
rdfs:comment "The alkylation of an amine with a boronic acid and an aldehyde to give a substituted amine." ;
rdfs:subClassOf obo:RXNO_0000011 .
obo:RXNO_0000308 a rdfs:Class ;
rdfs:label "Yamaguchi lactonisation" ;
rdfs:comment "The intramolecular esterification of a carboxylic acid group with an alcohol group using 2,4,6-trichlorobenzoyl chloride (Yamaguchi reagent) - an intramolecular Yamaguchi esterification." ;
rdfs:subClassOf obo:RXNO_0000309 , obo:RXNO_0000346 .
obo:RXNO_0000618 a rdfs:Class ;
rdfs:label "Hofmann-Löffler-Freytag reaction" ;
rdfs:comment "An azacycle synthesis in which pyrrolidines or piperidines are formed by decomposition of protonated N-haloamines." ;
rdfs:subClassOf obo:RXNO_0000347 .
obo:CHEBI_33363 a rdfs:Class ;
rdfs:label "palladium atom" ;
rdfs:subClassOf obo:CHEBI_27081 .
obo:CHEBI_51186 a rdfs:Class ;
rdfs:label "organolithium compound" ;
rdfs:comment "A compound containing at least one carbon-lithium bond." ;
rdfs:subClassOf obo:CHEBI_25707 .
obo:RXNO_0000566 a rdfs:Class ;
rdfs:label "obsolete: bromo Sonogashira coupling/Sandmeyer iodination" ;
rdfs:comment "This term has been obsoleted because the ID was inadvertently reused for two classes. See RXNO:0000633 for bromo Sonogashira coupling and RXNO:0000612 for Sandmeyer iodination." .
obo:RXNO_0000447 a rdfs:Class ;
rdfs:label "Duff reaction" ;
rdfs:comment "Formylation of a phenol or aromatic amine with hexamethylenetetramine in acidic conditions." ;
rdfs:subClassOf obo:MOP_0000003 , obo:RXNO_0000002 .
obo:RXNO_0000214 a rdfs:Class ;
rdfs:label "Sakurai reaction, acid chloride" ;
rdfs:comment "A carbon-carbon coupling reaction in which an acid chloride reacts with allyltrimethylsilane to form a gamma,delta-unsaturated ketone." ;
rdfs:subClassOf obo:RXNO_0000443 .
obo:RXNO_0000293 a rdfs:Class ;
rdfs:label "hydroboration-oxidation" ;
rdfs:comment "The formal addition of water across a double bond of an alkene or alkyne by formation of an organoborane and in situ oxidation, typically with basic peroxide. The product is usually the less substituted alcohol." ;
rdfs:subClassOf obo:RXNO_0000041 .
obo:RXNO_0000319 a rdfs:Class .
obo:RXNO_0000436 a rdfs:Class ;
rdfs:label "ethyl ester deprotection" ;
rdfs:comment "A deprotection reaction where the reactant is an ethyl ester and the product is a carboxylic acid." ;
rdfs:subClassOf obo:RXNO_0000433 .
obo:MOP_0000567 a rdfs:Class ;
rdfs:label "breaking of covalent bond with group" ;
rdfs:comment "Breaking of a covalent bond between a substrate and a group." ;
rdfs:subClassOf obo:MOP_0000543 .
obo:RXNO_0000388 a rdfs:Class ;
rdfs:label "Seyferth-Gilbert aldehyde homologation" ;
rdfs:comment "Reaction of an aldehyde with a dimethyl diazomethyl phosphonate under basic conditions to yield a terminal alkyne." ;
rdfs:subClassOf obo:RXNO_0000070 , obo:RXNO_0000387 .
obo:CHEBI_26455 a rdfs:Class ;
rdfs:label "pyrroles" ;
rdfs:subClassOf obo:CHEBI_38101 .
obo:CHEBI_28694 a rdfs:Class ;
rdfs:label "copper atom" ;
rdfs:subClassOf obo:CHEBI_27081 .
obo:RXNO_0000535 a rdfs:Class ;
rdfs:label "Bradsher reaction" ;
rdfs:comment "Reaction of an ortho-acyldiarylmethane, catalysed by acid, to yield an anthracene." ;
rdfs:subClassOf obo:RXNO_0000052 .
obo:RXNO_0000205 a rdfs:Class ;
rdfs:label "ring breaking" ;
rdfs:comment "A planned reaction step in which the product has fewer rings than the reactants." ;
rdfs:subClassOf obo:RXNO_0000001 .
obo:RXNO_0000543 a rdfs:Class ;
rdfs:label "Eastwood reaction" ;
rdfs:comment "Reaction of a 1,2-diol with triethoxymethane under heat to yield an olefin." ;
rdfs:subClassOf obo:RXNO_0000123 .
obo:CHEBI_22213 a rdfs:Class ;
rdfs:label "acridines" ;
rdfs:subClassOf obo:CHEBI_35293 , obo:CHEBI_38101 .
obo:RXNO_0000420 a rdfs:Class ;
rdfs:label "Kröhnke pyridine synthesis" ;
rdfs:comment "Condensation of a 1,5-diketone with ammonium acetate in acetic acid to form a pyridine." ;
rdfs:subClassOf obo:RXNO_0000520 .
obo:RXNO_0000575 a rdfs:Class ;
rdfs:label "Dess-Martin aldehyde oxidation" ;
rdfs:comment "A Dess-Martin oxidation of a primary alcohol to an aldehyde." ;
rdfs:subClassOf obo:RXNO_0000256 .
obo:RXNO_0000348 a rdfs:Class ;
rdfs:label "thiacycle synthesis" ;
rdfs:comment "A ring formation reaction where the intended product contains an thiacycle that was not in any of the reactants." ;
rdfs:subClassOf obo:MOP_0000543 , obo:RXNO_0000349 .
obo:RXNO_0000628 a rdfs:Class ;
rdfs:label "triflyloxy Heck reaction" ;
rdfs:comment "A Heck reaction where an organotriflate couples to a terminal olefin to produce an internal olefin, catalysed by palladium." ;
rdfs:subClassOf obo:RXNO_0000024 .
obo:RXNO_0000135 a rdfs:Class ;
rdfs:label "Barton decarboxylation" ;
rdfs:comment "The decarboxylation of a carboxylic acid to the lower homologue alkane using a pyridine thione." ;
rdfs:subClassOf obo:RXNO_0000105 .
obo:MOP_0000410 a rdfs:Class ;
rdfs:label "hydrocarbylation" ;
rdfs:comment "Formation of a covalent bond between a substrate and a hydrocarbyl group." ;
rdfs:subClassOf obo:MOP_0000458 .
obo:RXNO_0000317 a rdfs:Class ;
rdfs:label "ester condensation reaction" ;
rdfs:comment "A condensation reaction that results in the production of an ester." ;
rdfs:subClassOf obo:MOP_0000627 .
obo:RXNO_0000242 a rdfs:Class ;
rdfs:label "Noyori asymmetric hydrogenation, alkene" ;
rdfs:comment "The homogeneous asymmetric catalytic hydrogenation of a C=C double bond using a ruthenium(II) BINAP catalyst." ;
rdfs:subClassOf obo:RXNO_0000041 .
obo:RXNO_0000181 a rdfs:Class ;
rdfs:label "Boyland-Sims oxidation" ;
rdfs:comment "The oxidation of an aromatic amine to give a (predominantly ortho) amino aryl sulfate using potassium persulfate followed by hydrolysis to yield the corresponding aminophenol." ;
rdfs:subClassOf obo:RXNO_0000332 .
obo:CHEBI_51849 a rdfs:Class ;
rdfs:label "beta-ketoester" ;
rdfs:subClassOf obo:CHEBI_17087 , obo:CHEBI_33308 .
obo:CHEBI_22339 a rdfs:Class ;
rdfs:label "alkyne" ;
rdfs:comment "Acyclic branched or unbranched hydrocarbons having a carbon-carbon triple bond and the general formula CnH2n-2, RC#CR." ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:MOP_0000339 a rdfs:Class ;
rdfs:label "silylation" ;
rdfs:comment "Formation of a covalent bond between a substrate and an silyl group." ;
rdfs:subClassOf obo:MOP_0000566 .
obo:CHEBI_51080 a rdfs:Class ;
rdfs:label "nitrate ester" ;
rdfs:subClassOf obo:CHEBI_36963 .
obo:CHEBI_29224 a rdfs:Class ;
rdfs:label "dibromine" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000011 a rdfs:Class ;
rdfs:label "functional group modification" ;
rdfs:comment "A reaction in which a functional group undergoes a change that does not affect the number of atoms in (or connectivity of) the skeleton of the molecule." ;
rdfs:subClassOf obo:RXNO_0000010 .
obo:RXNO_0000532 a rdfs:Class ;
rdfs:label "Borsche-Drechsel cyclisation" ;
rdfs:comment "Rearrangement of a cyclohexanone phenylhydrazone followed by oxidation to yield a carbazole." ;
rdfs:subClassOf obo:RXNO_0000521 .
obo:MOP_0000721 a rdfs:Class ;
rdfs:label "[3,3]-sigmatropic rearrangement" ;
rdfs:comment "This term was obsoleted from the RXNO namespace and transferred to MOP because it is a process identifiable by its mechanism rather than the intention of the experimenter." ;
rdfs:subClassOf obo:MOP_0000543 .
obo:RXNO_0000243 a rdfs:Class ;
rdfs:label "Noyori asymmetric hydrogenation, carbonyl" ;
rdfs:comment "The homogeneous asymmetric catalytic hydrogenation of a carbonyl bond using a ruthenium(II) BINAP catalyst." ;
rdfs:subClassOf obo:RXNO_0000037 .
obo:RXNO_0000124 a rdfs:Class ;
rdfs:label "Bamford-Stevens reaction" ;
rdfs:comment "The reaction of a tosylhydrazone of an aldehyde or ketone with a strong base to give an olefin." ;
rdfs:subClassOf obo:RXNO_0000123 .
obo:MOP_0000555 a rdfs:Class ;
rdfs:label "imination" ;
rdfs:comment "Formation of a covalent bond between a substrate and an imino group." ;
rdfs:subClassOf obo:MOP_0000802 .
obo:MOP_0000566 a rdfs:Class ;
rdfs:label "formation of covalent bond with group" ;
rdfs:comment "Formation of a covalent bond between a substrate and a group." ;
rdfs:subClassOf obo:MOP_0000543 .
obo:RXNO_0000191 a rdfs:Class ;
rdfs:label "Nozaki-Hiyama-Kishi reaction" ;
rdfs:comment "A coupling reaction of an aldehyde to an allyl, vinyl or aryl halide or triflate in the presence of chromium(II). It is catalysed by nickel." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:RXNO_0000568 a rdfs:Class ;
rdfs:label "obsolete: bromo Suzuki-type coupling/triflyloxy Heck reaction" ;
rdfs:comment "This term has been obsoleted because the ID was inadvertently reused for two classes. See RXNO:0000635 for bromo Suzuki-type coupling and RXNO:0000628 for the triflyloxy Heck reaction." .
obo:CHEBI_25698 a rdfs:Class ;
rdfs:label "ether" ;
rdfs:subClassOf obo:CHEBI_36963 .
obo:RXNO_0000557 a rdfs:Class ;
rdfs:label "obsolete: Heck-type reaction/cross-coupling" ;
rdfs:comment "This term has been obsoleted because the ID was inadvertently reused for two classes. See RXNO:0000624 for Heck-type reaction and RXNO:0000603 for cross-coupling." .
obo:RXNO_0000123 a rdfs:Class ;
rdfs:label "molecular skeleton elimination reaction" ;
rdfs:comment "A reaction in which two or more groups of atoms are removed from the molecule, resulting in a change of skeletal bond order." ;
rdfs:subClassOf obo:RXNO_0000010 .
obo:CHEBI_51236 a rdfs:Class ;
rdfs:label "organomagnesium halide" ;
rdfs:subClassOf obo:CHEBI_51187 .
obo:RXNO_0000273 a rdfs:Class ;
rdfs:label "retro-Diels-Alder reaction" ;
rdfs:comment "The reverse of a [4+2] cycloaddition reaction, in which an unsaturated six-membered ring compound fragments to give a diene and a compound containing a double or triple bond (a dienophile)." ;
rdfs:subClassOf obo:RXNO_0000205 .
obo:RXNO_0000347 a rdfs:Class ;
rdfs:label "azacycle synthesis" ;
rdfs:comment "A ring formation reaction where the intended product contains an azacycle that was not in any of the reactants." ;
rdfs:subClassOf obo:MOP_0000543 , obo:RXNO_0000349 .
obo:RXNO_0000630 a rdfs:Class ;
rdfs:label "chloro Heck-type reaction" ;
rdfs:comment "A Heck-type reaction where an organochloride couples to a terminal olefin to produce an internal olefin." ;
rdfs:subClassOf obo:RXNO_0000624 .
obo:RXNO_0000116 a rdfs:Class ;
rdfs:label "Nicholas reaction, nucleophilic carbon centre" ;
rdfs:comment "The reaction of a propargylic cation (stabilised with dicobalt octacarbonyl) with a nucleophilic carbon centre (on e.g. enolates, allyl silanes, ketones, electron-rich aromatics, beta-dicarbonyl compounds) to give a substituted alkyne." ;
rdfs:subClassOf obo:RXNO_0000002 , obo:RXNO_0000114 .
obo:CHEBI_27081 a rdfs:Class ;
rdfs:label "transition element atom" ;
rdfs:subClassOf obo:CHEBI_33521 .
obo:MOP_0000793 a rdfs:Class ;
rdfs:label "N-substitution" ;
rdfs:comment "A substitution reaction where the reactive centre is a nitrogen atom." ;
rdfs:subClassOf obo:MOP_0000790 .
obo:MOP_0000586 a rdfs:Class ;
rdfs:label "secondary, non-terminal alkene oxidation to aldehydes" ;
rdfs:comment "An alkene oxidation process where the reactant is a secondary alkene and the products are the corresponding aldehydes. This can be achieved with warm, acidic potassium permanganate." ;
rdfs:subClassOf obo:RXNO_0000344 .
obo:RXNO_0000190 a rdfs:Class .
obo:CHEBI_33403 a rdfs:Class ;
rdfs:label "elemental sulfur" ;
rdfs:subClassOf obo:CHEBI_33259 .
obo:CHEBI_36823 a rdfs:Class ;
rdfs:label "pseudohalo group" ;
rdfs:subClassOf obo:CHEBI_24433 .
obo:CHEBI_26513 a rdfs:Class ;
rdfs:label "quinolines" ;
rdfs:subClassOf obo:CHEBI_38101 .
obo:MOP_0000458 a rdfs:Class ;
rdfs:label "organylation" ;
rdfs:comment "Formation of a covalent bond between a substrate and an organyl group." ;
rdfs:subClassOf obo:MOP_0000566 .
obo:RXNO_0000663 a rdfs:Class ;
rdfs:label "nitroxide exchange reaction"@en ;
rdfs:comment "Nitroxide exchange reactions are based on thermal C–O bond homolysis of alkoxyamines, which leads to transient carbon-centred radicals and persistent nitroxide radicals. Usually these carbon centred radicals are quickly trapped by the nitroxide radicals and reform the alkoxyamines." ;
rdfs:subClassOf obo:RXNO_0000011 .
obo:CHEBI_52395 a rdfs:Class ;
rdfs:label "oxyketone" ;
rdfs:comment "A compound with the general formula R2C=O (R=/=H) where one or more of the R groups contains an oxy (-O-) group." ;
rdfs:subClassOf obo:CHEBI_17087 .
obo:RXNO_0000544 a rdfs:Class ;
rdfs:label "Saegusa oxidation" ;
rdfs:comment "Reaction of silyl enol ethers with palladium acetate in acetonitrile to yield an alpha,beta-unsaturated ketone." ;
rdfs:subClassOf obo:RXNO_0000123 .
obo:RXNO_0000533 a rdfs:Class ;
rdfs:label "Bouveault aldehyde synthesis" ;
rdfs:comment "Reaction of an organomagnesium or organolithium compound with an N,N'-disubstituted formamide to yield the next homologous aldehyde." ;
rdfs:subClassOf obo:RXNO_0000070 .
obo:RXNO_0000670 a rdfs:Class ;
rdfs:label "Groebke-Blackburn-Bienaymé reaction"@en ;
rdfs:comment "A three-component reaction (3CR) of a heterocyclic amidine, an aldehyde, and an isocyanide, resulting in a cyclic compound with imidazo[1,2-a] heterocycle as the core structure." ;
rdfs:subClassOf obo:RXNO_0000052 .
obo:RXNO_0000623 a rdfs:Class ;
rdfs:label "Meerwein-Ponndorf-Verley reduction of a ketone" ;
rdfs:comment "Meerwein-Ponndorf-Verley reduction of a ketone to the corresponding secondary alcohol." ;
rdfs:subClassOf obo:RXNO_0000037 , obo:RXNO_0000089 .
obo:RXNO_0000094 a rdfs:Class ;
rdfs:label "Ramberg-Bäcklund reaction" ;
rdfs:comment "The reaction of an alpha-halosulfone to give an alkene, with the extrusion of sulfur dioxide." ;
rdfs:subClassOf obo:RXNO_0000093 .
obo:CHEBI_33521 a rdfs:Class ;
rdfs:label "metal atom" ;
rdfs:subClassOf obo:CHEBI_33250 .
obo:RXNO_0000403 a rdfs:Class ;
rdfs:label "Pinner triazine synthesis" ;
rdfs:comment "Reaction of aryl amidines or halogenated aliphatics amidines with phosgene to yield a 2-hydroxy-4,6-diaryl-s-triazine with loss of ammonia." ;
rdfs:subClassOf obo:RXNO_0000401 .
obo:RXNO_0000414 a rdfs:Class ;
rdfs:label "haloethanoate ester-aldehyde Darzens reaction" ;
rdfs:comment "A coupling of an aldehyde with an alpha-haloethanoate ester to form the next homologous aldehyde." ;
rdfs:subClassOf obo:RXNO_0000070 , obo:RXNO_0000077 .
obo:RXNO_0000159 a rdfs:Class ;
rdfs:label "Doebner-Miller reaction" ;
rdfs:comment "The formation of a quinoline from a primary aromatic amine and an alpha,beta-unsaturated carbonyl compound." ;
rdfs:subClassOf obo:RXNO_0000052 .
obo:RXNO_0000306 a rdfs:Class ;
rdfs:label "intramolecular Heck reaction" ;
rdfs:comment "A carbon-carbon coupling reaction where an organohalide or triflate couples to an alkene in the same molecule, catalysed by palladium." ;
rdfs:subClassOf obo:RXNO_0000005 .
obo:RXNO_0000387 a rdfs:Class ;
rdfs:label "Seyferth-Gilbert homologation" ;
rdfs:comment "Reaction of a carbonyl compound with a dimethyl diazomethyl phosphonate under basic conditions to yield an alkyne." ;
rdfs:subClassOf obo:MOP_0000714 .
obo:CHEBI_32878 a rdfs:Class ;
rdfs:label "alkene" ;
rdfs:subClassOf obo:CHEBI_33641 .
obo:RXNO_0000482 a rdfs:Class ;
rdfs:label "Schmittel cyclisation" ;
rdfs:comment "Cyclization of a enynyl allene to yield a 1-methyl-5-methylenecyclopenta-1,3-diene biradical with radical centres on the methyl group and methylene group." ;
rdfs:subClassOf obo:RXNO_0000005 .
obo:RXNO_0000239 a rdfs:Class ;
rdfs:label "metalla-aza-Claisen rearrangement" ;
rdfs:comment "The rearrangement of a 3-aza-4-metalla-1,5-hexadiene to form a delta,epsilon-unsaturated metallaimine." ;
rdfs:subClassOf obo:RXNO_0000025 .
obo:RXNO_0000641 a rdfs:Class ;
rdfs:label "Conrad-Limpach cyclisation" ;
rdfs:comment "Reaction of an arylamine wtih a beta-ketoester to yield a 4-hydroxyquinoline." ;
rdfs:subClassOf obo:MOP_0000825 .
obo:RXNO_0000326 a rdfs:Class ;
rdfs:label "Boc deprotection" ;
rdfs:comment "An amino group deprotection reaction where a tertbutoxycarbonyl group is removed in acid conditions." ;
rdfs:subClassOf obo:RXNO_0000320 .
obo:RXNO_0000600 a rdfs:Class ;
rdfs:label "Johnson-Corey-Chaykovsky cyclopropane synthesis" ;
rdfs:comment "Reaction of a sulfur ylide with an olefin to produce a cyclopropane." ;
rdfs:subClassOf obo:RXNO_0000598 .
obo:RXNO_0000652 a rdfs:Class ;
rdfs:label "Fenton alpha-hydroxy carboxylic acid oxidation" ;
rdfs:comment "The oxidation of an alpha-hydroxy carboxylic acid with Fenton's reagent to give an alpha-keto carboxylic acid." ;
rdfs:subClassOf obo:RXNO_0000012 , obo:RXNO_0000266 .
obo:RXNO_0000407 a rdfs:Class ;
rdfs:label "Appel iodination" ;
rdfs:comment "Conversion of an alcohol to an alkyl iodide with triphenylphosphine and tetraiodomethane." ;
rdfs:subClassOf obo:RXNO_0000406 .
obo:MOP_0000720 a rdfs:Class ;
rdfs:label "[2+2+1] cycloaddition" ;
rdfs:comment "A cycloaddition in which two participants contribute two electrons and the other participant contributes one electron to the transformation of reactants to products." ;
rdfs:subClassOf obo:MOP_0000562 .
obo:RXNO_0000409 a rdfs:Class ;
rdfs:label "Appel bromination" ;
rdfs:comment "Conversion of an alcohol to an alkyl bromide with triphenylphosphine and tetrabromomethane or bromine." ;
rdfs:subClassOf obo:RXNO_0000406 .
obo:CHEBI_37602 a rdfs:Class ;
rdfs:label "allenes" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000134 a rdfs:Class ;
rdfs:label "Barton-McCombie deoxygenation" ;
rdfs:comment "The deoxygenation of an alcohol to the corresponding alkane using a thiochloroformate. It proceeds by a radical mechanism." ;
rdfs:subClassOf obo:RXNO_0000037 .
obo:CHEBI_35293 a rdfs:Class ;
rdfs:label "fused compound" ;
rdfs:subClassOf obo:CHEBI_33635 .
obo:RXNO_0000120 a rdfs:Class ;
rdfs:label "Payne rearrangement" ;
rdfs:comment "A base-catalysed isomerisation of a 2,3-epoxyalcohol, with inversion of configuration at C2." ;
rdfs:subClassOf obo:RXNO_0000202 .
obo:RXNO_0000681 a rdfs:Class ;
rdfs:label "Dötz reaction"@en ;
rdfs:comment "A three component cyclization of an aromatic or vinylic alkoxy pentacarbonyl chromium carbene complex, an alkyne and carbon monoxide to give a Cr(CO)3 coordinated phenol." ;
rdfs:subClassOf obo:RXNO_0000005 .
obo:CHEBI_36687 a rdfs:Class ;
rdfs:label "acyl chloride" ;
rdfs:subClassOf obo:CHEBI_37579 .
obo:MOP_0002524 a rdfs:Class ;
rdfs:label "N-sulfonylation" ;
rdfs:comment "Formation of a covalent bond between a nitrogen atom in a substrate and a sulfonyl group." ;
rdfs:subClassOf obo:MOP_0000539 .
obo:MOP_0000556 a rdfs:Class ;
rdfs:label "nitration" ;
rdfs:comment "Formation of a covalent bond between a substrate and a nitro group." ;
rdfs:subClassOf obo:MOP_0000566 .
obo:RXNO_0000612 a rdfs:Class ;
rdfs:label "Sandmeyer iodination" ;
rdfs:comment "An aromatic substitution reaction where an aryl diazonium salt reacts with a copper(I) iodide to form an aromatic iodide." ;
rdfs:subClassOf obo:RXNO_0000333 .
obo:RXNO_0000396 a rdfs:Class ;
rdfs:label "Larock indole synthesis" ;
rdfs:comment "Palladium-catalysed synthesis of a 2,3-substituted indole by reaction of an ortho-iodoaniline with an internal alkyne." ;
rdfs:subClassOf obo:RXNO_0000395 .
obo:RXNO_0000031 a rdfs:Class ;
rdfs:label "Baeyer-Villiger oxidation" ;
rdfs:comment "A reaction of a ketone to give an ester, in which an alkyl, benzyl or phenyl group migrates from one of the alpha-carbon centres to an adjacent oxygen, displacing an oxygen-based leaving group; the result is a formal insertion of an oxygen atom. The reaction also works with aldehydes, giving the corresponding carboxylic acid. The term \"Baeyer-Villiger rearrangement\" may occasionally be used in a mechanistic sense to refer specificially to the actual rearrangement step." ;
rdfs:subClassOf obo:RXNO_0000030 .
obo:RXNO_0000145 a rdfs:Class ;
rdfs:label "Barbier-Wieland degradation" ;
rdfs:comment "The degradation of a carboxylic acid to its next lower homologous carboxylic acid." ;
rdfs:subClassOf obo:RXNO_0000105 .
obo:RXNO_0000042 a rdfs:Class ;
rdfs:label "Birch reduction" ;
rdfs:comment "Addition of hydrogen atoms to aromatic rings by means of alkali metals in liquid ammonia." ;
rdfs:subClassOf obo:RXNO_0000041 .
obo:RXNO_0000200 a rdfs:Class ;
rdfs:label "1-aza-Cope rearrangement" ;
rdfs:comment "The rearrangement of a delta,epsilon-unsaturated imine to form a 3-aza-1,5-hexadiene." ;
rdfs:subClassOf obo:RXNO_0000197 .
obo:RXNO_0000015 a rdfs:Class ;
rdfs:label "Wittig reaction" ;
rdfs:comment "A carbon-carbon coupling reaction where a carbonyl compound reacts with a phosphonium ylide to give an alkene." ;
rdfs:subClassOf obo:RXNO_0000479 .
obo:MOP_0000790 a rdfs:Class ;
rdfs:label "substitution reaction" ;
rdfs:comment "A reaction in which one singly-bonded group, but not the hydrogen atom, is replaced by another singly-bonded group." ;
rdfs:subClassOf obo:MOP_0000543 .
obo:CHEBI_48420 a rdfs:Class ;
rdfs:label "chromium trioxide" ;
rdfs:subClassOf obo:CHEBI_35403 .
obo:RXNO_0000036 a rdfs:Class ;
rdfs:label "Reformatsky reaction" ;
rdfs:comment "A carbon-carbon coupling reaction where an aldehyde or amine reacts with a alpha-halo ester and zinc to form a beta-hydroxy ester." ;
rdfs:subClassOf obo:RXNO_0000002 .
obo:CHEBI_28659 a rdfs:Class ;
rdfs:label "phosphorus atom" ;
rdfs:subClassOf obo:CHEBI_33250 .
obo:CHEBI_16240 a rdfs:Class ;
rdfs:label "hydrogen peroxide" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000109 a rdfs:Class ;
rdfs:label "Pfitzinger reaction" ;
rdfs:comment "The reaction between isatin and an alpha-methylene carbonyl compound to give a substituted quinoline-4-carboxylic acid." ;
rdfs:subClassOf obo:RXNO_0000108 .
obo:RXNO_0000127 a rdfs:Class ;
rdfs:label "Balz-Schiemann reaction" ;
rdfs:comment "The conversion of an aromatic amine to the corresponding fluoride via the diazonium fluoroborate." ;
rdfs:subClassOf obo:RXNO_0000332 .
obo:CHEBI_23128 a rdfs:Class ;
rdfs:label "chloroalkane" ;
rdfs:subClassOf obo:CHEBI_24469 .
obo:CHEBI_172874 a rdfs:Class ;
rdfs:label "phenylsilane" ;
rdfs:comment "An organosilicon compound that is benzene in which a hydrogen is replaced by a silyl group." ;
rdfs:subClassOf obo:CHEBI_25713 .
obo:RXNO_0000154 a rdfs:Class ;
rdfs:label "Swern oxidation" ;
rdfs:comment "The oxidation of a primary alcohol or secondary alcohol to an aldehyde or ketone respectively. Does not work with allylic or benzylic alcohols." ;
rdfs:subClassOf obo:MOP_0000572 , obo:RXNO_0000012 .
obo:RXNO_0000376 a rdfs:Class ;
rdfs:label "Eschweiler-Clarke methylation" ;
rdfs:comment "N-methylation of a primary or secondary amine with formic acid and formaldehyde to yield a tertiary amine." ;
rdfs:subClassOf obo:MOP_0002364 , obo:RXNO_0000012 .
obo:RXNO_0000050 a rdfs:Class ;
rdfs:label "pinacol rearrangement" ;
rdfs:comment "A rearrangement of a 1,2-diol to give a carbonyl compound, catalysed by acid." ;
rdfs:subClassOf obo:RXNO_0000025 .
obo:CHEBI_35403 a rdfs:Class ;
rdfs:label "chromium coordination entity" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000442 a rdfs:Class ;
rdfs:label "functional modification objective" ;
rdfs:comment "A molecular transformation specification that specifies that the substituents of a molecule should be changed but the number of atoms in the skeleton and their connectivity, but not necessarily the bond orders, should remain the same." ;
rdfs:subClassOf obo:RXNO_0000437 .
obo:RXNO_0000257 a rdfs:Class ;
rdfs:label "Criegee oxidation" ;
rdfs:comment "The oxidative cleavage of an alpha,beta-diol using lead tetraacetate to give the corresponding carbonyl compounds." ;
rdfs:subClassOf obo:RXNO_0000073 , obo:RXNO_0000344 .
obo:RXNO_0000207 a rdfs:Class ;
rdfs:label "Strecker reaction" ;
rdfs:comment "An addition reaction between a carbonyl compound, an inorganic cyanide and an ammonium salt, followed by hydrolysis, to give an alpha-amino carboxylic acid." ;
rdfs:subClassOf obo:RXNO_0000070 .
obo:RXNO_0000270 a rdfs:Class ;
rdfs:label "copper(I)-catalyzed azide-alkyne cycloaddition" ;
rdfs:comment "A [3+2] cycloaddition reaction between an azide and an alkyne to give a 1,2,3-triazole as a single regioisomer." ;
rdfs:subClassOf obo:MOP_0000715 .
obo:CHEBI_27539 a rdfs:Class ;
rdfs:label "isatin" ;
rdfs:subClassOf obo:CHEBI_24828 .
obo:MOP_0000619 a rdfs:Class ;
rdfs:label "hydrolysis" ;
rdfs:comment "A solvolysis reaction where the solvent material is water." ;
rdfs:subClassOf obo:MOP_0000618 .
obo:RXNO_0000284 a rdfs:Class ;
rdfs:label "ring-opening metathesis" ;
rdfs:comment "A ring-breaking reaction in which two carbon-carbon double bonds are redistributed among two fragments, i.e. an alkene and a cycloalkene. It is typically catalysed by a metal carbenoid, and proceeds via two four-membered intermediates (metallacyclobutanes). The reaction is driven by release of ring strain in the cycloalkene." ;
rdfs:subClassOf obo:RXNO_0000205 .
obo:RXNO_0000363 a rdfs:Class ;
rdfs:label "amide to imidoyl chloride conversion" ;
rdfs:comment "A functional group modification where an amide is converted to an imidoyl chloride." ;
rdfs:subClassOf obo:RXNO_0000011 .
obo:CHEBI_37579 a rdfs:Class ;
rdfs:label "acyl halide" ;
rdfs:subClassOf obo:CHEBI_37578 .
obo:RXNO_0000098 a rdfs:Class ;
rdfs:label "Glaser coupling" ;
rdfs:comment "A coupling reaction between two molecules of a terminal alkyne catalysed by Cu(I) salts." ;
rdfs:subClassOf obo:RXNO_0000000 , obo:RXNO_0000039 .
obo:RXNO_0000178 a rdfs:Class ;
rdfs:label "Kharasch-Sosnovsky reaction" ;
rdfs:comment "The allylic oxidation of an alkene with a peroxy ester or a peroxide to give the corresponding allylic alcohol derivative. The catalyst is a copper compound." ;
rdfs:subClassOf obo:RXNO_0000331 .
obo:RXNO_0000268 a rdfs:Class ;
rdfs:label "Hantzsch pyridine synthesis" ;
rdfs:comment "A ring-forming reaction between two equivalents of a beta-ketoester, an aldehyde and ammonia (or an ammonium salt), to give a dihydropyridine. The dihydropyridine can be oxidised to a pyridine using an oxidising agent." ;
rdfs:subClassOf obo:RXNO_0000520 .
obo:RXNO_0000540 a rdfs:Class ;
rdfs:label "Sugasawa reaction" ;
rdfs:comment "Reaction of an aniline with a nitrile in the presence of boron trichloride and a Lewis acid to yield an ortho-acylated aniline." ;
rdfs:subClassOf obo:RXNO_0000373 .
obo:RXNO_0000418 a rdfs:Class ;
rdfs:label "phthalimide protection" ;
rdfs:comment "Protection of a primary amino group by reaction with phthalic anhydride." ;
rdfs:subClassOf obo:RXNO_0000321 .
obo:RXNO_0000500 a rdfs:Class ;
rdfs:label "Bénary reaction" ;
rdfs:comment "Reaction of a beta-aminovinylketone with a Grignard reagent to yield a substituted alpha,beta-unsaturated carbonyl compound." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:RXNO_0000323 a rdfs:Class ;
rdfs:label "hydroxyl group protection" ;
rdfs:comment "A protection reaction where the reactive centre is a hydroxyl oxygen atom." ;
rdfs:subClassOf obo:RXNO_0000078 .
obo:MOP_0001458 a rdfs:Class ;
rdfs:label "deorganylation" ;
rdfs:comment "Breaking of a covalent bond between a substrate and an organyl group." ;
rdfs:subClassOf obo:MOP_0000567 .
obo:RXNO_0000606 a rdfs:Class ;
rdfs:label "chloride Finkelstein reaction" ;
rdfs:comment "The conversion of an alkyl chloride to an alkyl iodide by SN2 substitution.The reaction relies upon the equilibrium being pushed to completion by precipitation." ;
rdfs:subClassOf obo:RXNO_0000155 .
obo:RXNO_0000328 a rdfs:Class ;
rdfs:label "silyl protection" ;
rdfs:comment "A hydroxyl group protection where the hydroxyl oxygen atom is protected by formation of a silyl ether." ;
rdfs:subClassOf obo:MOP_0003339 , obo:RXNO_0000323 .
obo:RXNO_0000429 a rdfs:Class ;
rdfs:label "pivaloyl deprotection" ;
rdfs:comment "A hydroxy group deprotection where a pivalate group is removed in acid or base conditions." ;
rdfs:subClassOf obo:RXNO_0000430 .
obo:BFO_0000016 a rdfs:Class ;
rdfs:label "disposition" .
obo:CHEBI_17883 a rdfs:Class ;
rdfs:label "hydrogen chloride" ;
rdfs:subClassOf obo:CHEBI_18140 .
obo:RXNO_0000673 a rdfs:Class ;
rdfs:label "IBX oxidation"@en ;
rdfs:comment "Oxidation of alcohols to the corresponding carbonyl product using 2-iodoxybenzoic acid (IBX) as oxidizing agent." ;
rdfs:subClassOf obo:RXNO_0000012 .
obo:RXNO_0000336 a rdfs:Class .
obo:RXNO_0000061 a rdfs:Class ;
rdfs:label "Mukaiyama aldol condensation" ;
rdfs:comment "An aldol condensation between an aldehyde or ketone and a silyl enol ether (also known as a ketene silyl acetal) to give a beta-hydroxy carbonyl compound." ;
rdfs:subClassOf obo:RXNO_0000017 .
obo:RXNO_0000195 a rdfs:Class ;
rdfs:label "Stevens rearrangement, ammonium" ;
rdfs:comment "The 1,2-rearrangement of an alpha-methylene ammonium salt to an amine in the presence of strong base." ;
rdfs:subClassOf obo:RXNO_0000194 .
obo:CHEBI_42485 a rdfs:Class ;
rdfs:label "formyl group" ;
rdfs:subClassOf obo:CHEBI_24433 .
obo:RXNO_0000554 a rdfs:Class ;
rdfs:label "Appel bromination with tetrabromomethane" ;
rdfs:comment "Conversion of an alcohol to an alkyl bromide with triphenylphosphine and tetrabromomethane." ;
rdfs:subClassOf obo:RXNO_0000409 .
obo:IAO_0000030 a rdfs:Class ;
rdfs:label "information content entity" .
obo:CHEBI_22698 a rdfs:Class ;
rdfs:label "benzaldehydes" ;
rdfs:subClassOf obo:CHEBI_17478 .
obo:CHEBI_23424 a rdfs:Class ;
rdfs:label "cyanides" ;
rdfs:comment "Salts and C-organyl derivatives of hydrogen cyanide, HC#N." ;
rdfs:subClassOf obo:CHEBI_35352 .
obo:RXNO_0000380 a rdfs:Class ;
rdfs:label "Robinson annulation" ;
rdfs:comment "Reaction of a cyclohexanone with methyl vinyl ketone to form a fused-ring cyclohexenone. It is a Michael reaction followed by an intramolecular aldol condensation." ;
rdfs:subClassOf obo:RXNO_0000052 .
obo:RXNO_0000203 a rdfs:Class ;
rdfs:label "deprotection reaction" ;
rdfs:comment "A reaction in which a protecting group is modified by converting it into a functional group." ;
rdfs:subClassOf obo:RXNO_0000010 .
obo:RXNO_0000471 a rdfs:Class ;
rdfs:label "Allan-Robinson isoflavone synthesis" ;
rdfs:comment "Reaction of ortho-hydroxyaryl ketones with aromatic carboxylic acid anhydrides to yield an isoflavone." ;
rdfs:subClassOf obo:RXNO_0000475 .
obo:CHEBI_5686 a rdfs:Class ;
rdfs:label "heterocyclic compound" ;
rdfs:subClassOf obo:CHEBI_33595 .
obo:CHEBI_26961 a rdfs:Class ;
rdfs:label "thiophenes" ;
rdfs:subClassOf obo:CHEBI_38106 .
obo:RXNO_0000594 a rdfs:Class ;
rdfs:label "Ciamician-Dennstedt rearrangement" ;
rdfs:comment "Expansion of a pyrrole ring by heating with a halogeno compond to form a 3-halogenopyridine." ;
rdfs:subClassOf obo:RXNO_0000108 .
obo:RXNO_0000281 a rdfs:Class ;
rdfs:label "alkyne metathesis" ;
rdfs:comment "A joining reaction in which two carbon-carbon triple bonds are redistributed among two fragments, i.e. two alkynes. It is catalysed by a metal carbenoid, and proceeds via two four-membered intermediates (metallacyclobutenes). The reaction is driven by release of a low-MW alkyne." ;
rdfs:subClassOf obo:RXNO_0000204 .
obo:RXNO_0000684 a rdfs:Class ;
rdfs:label "Kulinkovich-Szymoniak reaction"@en ;
rdfs:comment "The formation of a substituted primary cyclopropylamine by reaction of a nitrile with a Grignard reagent (carrying a hydrogen atom in the beta-position) in the presence of a titanium(IV) alkoxide as catalyst." ;
rdfs:subClassOf obo:RXNO_0000005 .
obo:RXNO_0000312 a rdfs:Class ;
rdfs:label "Clauson-Kaas reaction" ;
rdfs:comment "A ring rearrangement reaction where an amine reacts with a 2,5-dialkoxytetrahydrofuran to give a pyrrole." ;
rdfs:subClassOf obo:RXNO_0000202 , obo:RXNO_0000497 .
obo:CHEBI_16227 a rdfs:Class ;
rdfs:label "pyridine" ;
rdfs:subClassOf obo:CHEBI_26421 .
obo:RXNO_0000189 a rdfs:Class ;
rdfs:label "Neber rearrangement" ;
rdfs:comment "The rearrangement of the sulfonic ester of a ketoxime in base to give an alpha-amino ketone." ;
rdfs:subClassOf obo:RXNO_0000025 .
obo:RXNO_0000301 a rdfs:Class ;
rdfs:label "Yamamoto polymerisation" ;
rdfs:comment "The nickel-catalysed carbon-carbon coupling of a dihaloaromatic compound or aromatic bistriflate to give a polymer." ;
rdfs:subClassOf obo:RXNO_0000246 .
obo:RXNO_0000340 a rdfs:Class ;
rdfs:label "amide N-alkylation" ;
rdfs:comment "An N-alkylation where the reactive centre is an amide nitrogen." ;
rdfs:subClassOf obo:MOP_0002369 .
obo:CHEBI_51614 a rdfs:Class ;
rdfs:label "diarylmethane" ;
rdfs:comment "Any compound containing two aryl groups connected by a single C atom." ;
rdfs:subClassOf obo:CHEBI_33659 .
obo:RXNO_0000087 a rdfs:Class ;
rdfs:label "Barton reaction" ;
rdfs:comment "The photolytic oxidation of a nitrate ester to give a gamma-nitroalcohol." ;
rdfs:subClassOf obo:RXNO_0000025 .
obo:CHEBI_48513 a rdfs:Class ;
rdfs:label "carbazoles" ;
rdfs:subClassOf obo:CHEBI_35293 , obo:CHEBI_38101 .
obo:RXNO_0000235 a rdfs:Class ;
rdfs:label "aza-Henry reaction" ;
rdfs:comment "A carbon-carbon coupling reaction between a nitroalkane and an imine to give a beta-amino nitroalkane." ;
rdfs:subClassOf obo:RXNO_0000002 .
obo:RXNO_0000315 a rdfs:Class .
obo:RXNO_0000667 a rdfs:Class ;
rdfs:label "Corey-Schmidt oxidation"@en ;
rdfs:comment "Oxidation of primary and secondary alcohols to aldehydes and ketones, respectively, through the use of pyridinium dichromate (PDC)." ;
rdfs:subClassOf obo:RXNO_0000012 .
obo:RXNO_0000302 a rdfs:Class ;
rdfs:label "thermal hydrosilylation" ;
rdfs:comment "The thermally induced addition of a hydrosilane across the double bond of an alkene or alkyne to give a more substituted silane, usually applied to cases where the hydrosilane is part of a silicon surface." ;
rdfs:subClassOf obo:RXNO_0000290 .
obo:RXNO_0000499 a rdfs:Class ;
rdfs:label "Beirut reaction" ;
rdfs:comment "Reaction of a benzofurazan 1-oxide with an enamine or enolate to yield a quinoxaline-1,4-dioxide." ;
rdfs:subClassOf obo:RXNO_0000108 .
obo:CHEBI_35873 a rdfs:Class ;
rdfs:label "carboxylic anhydride" ;
rdfs:subClassOf obo:CHEBI_36606 .
obo:CHEBI_36606 a rdfs:Class ;
rdfs:label "acid anhydride" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000565 a rdfs:Class ;
rdfs:label "obsolete: Baeyer–Emmerling indole synthesis/Sandmeyer bromination" ;
rdfs:comment "This term has been obsoleted because the ID was inadvertently reused for two classes. See RXNO:0000632 for Baeyer-Emmerling indole synthesis and RXNO:0000611 for Sandmeyer bromination." .
obo:MOP_0000571 a rdfs:Class ;
rdfs:label "aldehyde reduction" ;
rdfs:comment "A reduction in which an aldehyde is reduced to form a primary alcohol." ;
rdfs:subClassOf obo:MOP_0000569 .
obo:RXNO_0000017 a rdfs:Class ;
rdfs:label "aldol condensation" ;
rdfs:comment "An aldol addition where an enol or enolate reacts with a carbonyl compound to form an alpha,beta-unsaturated ketone." ;
rdfs:subClassOf obo:MOP_0000628 , obo:RXNO_0000016 .
obo:RXNO_0000656 a rdfs:Class ;
rdfs:label "Diimide reduction"@en ;
rdfs:comment "Reductions with diimide are a chemical reactions that convert unsaturated organic compounds to reduced alkane products. In the process, diimide is oxidized to dinitrogen." ;
rdfs:subClassOf obo:MOP_0000642 .
obo:RXNO_0000165 a rdfs:Class ;
rdfs:label "Schotten-Baumann reaction" ;
rdfs:comment "The coupling of an alcohol or amine with an acyl chloride to give an ester or amide. A two-phase solvent system is often used, to enable the acid generated during the reaction to be neutralised by the aqueous base, while the starting materials and products remain in the organic phase." ;
rdfs:subClassOf obo:RXNO_0000331 .
obo:RXNO_0000691 a rdfs:Class ;
rdfs:label "Baeyer diarylmethane synthesis"@en ;
rdfs:comment "Synthesis of diarylmethane derivatives using an aldehyde and an aromatic compound at low temperature in an acidic medium." ;
rdfs:subClassOf obo:MOP_0000628 , obo:RXNO_0000000 .
obo:RXNO_0000431 a rdfs:Class ;
rdfs:label "carboxylic acid to primary alcohol reduction" ;
rdfs:comment "A carboxylic acid reduction where the product is the corresponding primary alcohol." ;
rdfs:subClassOf obo:MOP_0000569 .
obo:RXNO_0000251 a rdfs:Class ;
rdfs:label "Stork-Wittig olefination" ;
rdfs:comment "A carbon-carbon coupling reaction where an aldehyde reacts with a phosphonium salt to give a Z-iodoalkene. The reaction is mediated by sodium or potassium hexamethyldisilazide." ;
rdfs:subClassOf obo:RXNO_0000479 .
obo:RXNO_0000107 a rdfs:Class ;
rdfs:label "malonic ester synthesis" ;
rdfs:comment "A carbon-carbon coupling reaction between a dialkyl malonate and an alkyl halide, to give a substituted acetic acid. The base/R'X treatment can be repeated to give a disubstituted product." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:RXNO_0000459 a rdfs:Class ;
rdfs:label "acetoacetic ester synthesis" ;
rdfs:comment "A carbon-carbon coupling reaction between a beta-ketoester and an alkyl halide to yield an alpha-alkylated ester." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:RXNO_0000151 a rdfs:Class ;
rdfs:label "Bellus-Claisen rearrangement" ;
rdfs:comment "The coupling and subsequent [3,3]-sigmatropic rearrangement of an allylic ether or allylic thioether or allylic amine and a ketene to give the corresponding gamma,delta-unsaturated carbonyl compound." ;
rdfs:subClassOf obo:MOP_0000721 , obo:RXNO_0000150 .
obo:RXNO_0000413 a rdfs:Class ;
rdfs:label "Zincke nitration" ;
rdfs:comment "Substitution of phenol ortho- or para-bromo or iodo groups by a nitro group on treatment with nitrous acid or a nitrite in acetic acid." ;
rdfs:subClassOf obo:MOP_0000556 , obo:RXNO_0000332 .
obo:RXNO_0000004 a rdfs:Class ;
rdfs:label "obsolete: ring reaction" ;
rdfs:comment "A reaction in which the number of atoms in any ring changes between the reactant and the products." .
obo:RXNO_0000332 a rdfs:Class ;
rdfs:label "aromatic substitution step" ;
rdfs:comment "A substitution step where one singly-bonded substituent on an aromatic skeleton is replaced by another singly-bonded substituent." ;
rdfs:subClassOf obo:RXNO_0000331 .
obo:CHEBI_17792 a rdfs:Class ;
rdfs:label "organohalogen compound" ;
rdfs:comment "A compound containing at least one carbon-halogen bond (where X is a halogen atom)." ;
rdfs:subClassOf obo:CHEBI_37578 .
obo:RXNO_0000054 a rdfs:Class ;
rdfs:label "Curtius rearrangement" ;
rdfs:comment "A rearrangement of an acyl azide to give an isocyanate by pyrolysis, with the elimination of molecular nitrogen." ;
rdfs:subClassOf obo:RXNO_0000025 .
obo:CHEBI_53434 a rdfs:Class ;
rdfs:label "palladium(II) chloride" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:MOP_0000411 a rdfs:Class ;
rdfs:label "arylation" ;
rdfs:comment "Formation of a covalent bond between a substrate and an aryl group." ;
rdfs:subClassOf obo:MOP_0000410 .
obo:RXNO_0000393 a rdfs:Class ;
rdfs:label "quinoline synthesis" ;
rdfs:comment "A reaction in which the intended product is a quinoline that was not present in any of the reactants." ;
rdfs:subClassOf obo:MOP_0000543 , obo:RXNO_0000052 , obo:RXNO_0000347 .
obo:CHEBI_25000 a rdfs:Class ;
rdfs:label "lactone" ;
rdfs:subClassOf obo:CHEBI_38104 .
obo:RXNO_0000492 a rdfs:Class ;
rdfs:label "Bamberger rearrangement" ;
rdfs:comment "Rearrangement of an N-phenylhydroxamine in acid to yield a para-aminophenol." ;
rdfs:subClassOf obo:RXNO_0000025 .
obo:RXNO_0000166 a rdfs:Class ;
rdfs:label "Hofmann elimination" ;
rdfs:comment "The elimination of a methylated amine from an alkylamine to form an olefin. The reaction proceeds via the quaternary ammonium salt." ;
rdfs:subClassOf obo:RXNO_0000123 .
obo:RXNO_0000142 a rdfs:Class ;
rdfs:label "Sharpless asymmetric dihydroxylation" ;
rdfs:comment "The dihydroxylation of an alkene to give an alpha,beta-diol, with control of absolute stereochemistry at the two new stereocentres. The oxidising agent is osmium tetroxide, which is used catalytically with a stoichiometric oxidant and a chiral ligand. The reagents are available commercially as AD-mix." ;
rdfs:subClassOf obo:RXNO_0000041 .
obo:RXNO_0000161 a rdfs:Class ;
rdfs:label "Paal-Knorr synthesis" ;
rdfs:comment "The cyclisation of a 1,4-dicarbonyl compound with another molecule to give a five-membered aromatic ring compound." ;
rdfs:subClassOf obo:RXNO_0000005 .
obo:CHEBI_33860 a rdfs:Class ;
rdfs:label "aromatic amine" ;
rdfs:subClassOf obo:CHEBI_33659 , obo:CHEBI_50047 .
obo:RXNO_0000373 a rdfs:Class ;
rdfs:label "functional group addition step" ;
rdfs:comment "A planned reaction step in which a covalent bond is formed between the molecular skeleton and a functional group and where the skeletal bond order is unchanged." ;
rdfs:subClassOf obo:MOP_0000566 , obo:RXNO_0000010 .
obo:RXNO_0000261 a rdfs:Class ;
rdfs:label "[2,3]-Wittig rearrangement" ;
rdfs:comment "A base-mediated 2,3-sigmatropic rearrangement of an allyl ether to give a homoallylic alcohol." ;
rdfs:subClassOf obo:RXNO_0000259 .
obo:RXNO_0000198 a rdfs:Class ;
rdfs:label "2-aza-Cope rearrangement" ;
rdfs:comment "The rearrangement of a 2-aza-1,5-hexadiene to form an imine." ;
rdfs:subClassOf obo:RXNO_0000197 .
obo:CHEBI_35715 a rdfs:Class ;
rdfs:label "nitro compound" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000421 a rdfs:Class ;
rdfs:label "Gattermann chlorination" ;
rdfs:comment "A Gattermann halogenation where the aryl diazonium salt reacts with copper powder and hydrochloric acid to yield an aromatic chloride." ;
rdfs:subClassOf obo:RXNO_0000022 .
obo:RXNO_0000150 a rdfs:Class ;
rdfs:label "joining with rearrangement" ;
rdfs:comment "A reaction in which one or more atoms are added to the molecular skeleton and a skeletal rearrangement occurs." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:CHEBI_35689 a rdfs:Class ;
rdfs:label "tetrazoles" ;
rdfs:subClassOf obo:CHEBI_38101 .
obo:RXNO_0000213 a rdfs:Class ;
rdfs:label "Sakurai reaction, enone" ;
rdfs:comment "A carbon-carbon coupling reaction in which an enone reacts with allyltrimethylsilane to form a delta,epsilon-unsaturated carbonyl compound." ;
rdfs:subClassOf obo:RXNO_0000443 .
obo:MOP_0000577 a rdfs:Class ;
rdfs:label "ester reduction" ;
rdfs:comment "A reduction process where the oxidation state carbonyl carbon in the ester functionality is reduced." ;
rdfs:subClassOf obo:MOP_0000569 .
obo:MOP_0000581 a rdfs:Class ;
rdfs:label "alkene oxidation" ;
rdfs:comment "An oxidation process where the oxidation state of at least one doubly-bonded carbon atom increases." ;
rdfs:subClassOf obo:MOP_0000568 .
obo:MOP_0002364 a rdfs:Class ;
rdfs:label "N-methylation" ;
rdfs:comment "Formation of a covalent bond between a nitrogen atom in a substrate and a methyl group." ;
rdfs:subClassOf obo:MOP_0000364 .
obo:RXNO_0000511 a rdfs:Class ;
rdfs:label "Madelung indole synthesis" ;
rdfs:comment "Reaction of an N-(2-alkylphenyl)alkanamide with strong base to form an indole." ;
rdfs:subClassOf obo:MOP_0000628 , obo:RXNO_0000395 .
obo:RXNO_0000362 a rdfs:Class ;
rdfs:label "nitrile alcoholysis" ;
rdfs:comment "An oxidation reaction where a nitrile reacts with an alcohol to form an alkyl imidate." ;
rdfs:subClassOf obo:MOP_0000568 .
obo:CHEBI_33256 a rdfs:Class ;
rdfs:label "primary amide" ;
rdfs:subClassOf obo:CHEBI_32988 .
obo:RXNO_0000677 a rdfs:Class ;
rdfs:label "Baekeland-Manasse-Lederer reaction"@en ;
rdfs:comment "A polymerisation reaction in which phenol and formaldehyde react together in a chain reaction to form a phenol formaldehyde resin (also infrequently called phenoplast)." ;
rdfs:subClassOf obo:RXNO_0000246 .
obo:CHEBI_24469 a rdfs:Class ;
rdfs:label "haloalkane" ;
rdfs:subClassOf obo:CHEBI_24472 .
obo:RXNO_0000572 a rdfs:Class ;
rdfs:label "obsolete: chloro Suzuki-type coupling/bromo Heck reaction" ;
rdfs:comment "This term has been obsoleted because the ID was inadvertently reused for two classes. See RXNO:0000639 for chloro Suzuki-type coupling and RXNO:0000625 for the bromo Heck reaction." .
obo:RXNO_0000224 a rdfs:Class ;
rdfs:label "Strecker degradation" ;
rdfs:comment "The deamination and decarboxylation of amino acids to imines and then to aldehydes or ketones, in the presence of a carbonyl compound (especially an alpha,beta-dicarbonyl compound or a reducing sugar such as glucose). The reaction is involved in the generation of meat aromas/flavours in cooking." ;
rdfs:subClassOf obo:RXNO_0000105 .
obo:RXNO_0000065 a rdfs:Class ;
rdfs:label "Dieckmann cyclisation" ;
rdfs:comment "An intramolecular cyclisation of a diester to give a cyclic beta-ketoester." ;
rdfs:subClassOf obo:MOP_0000723 , obo:RXNO_0000005 .
obo:RXNO_0000305 a rdfs:Class ;
rdfs:label "seleno-Pummerer rearrangement" ;
rdfs:comment "The conversion of a selenoxide with an alpha-hydrogen to an alpha-subtituted selenoether." ;
rdfs:subClassOf obo:RXNO_0000220 .
obo:RXNO_0000590 a rdfs:Class ;
rdfs:label "Wenker synthesis" ;
rdfs:comment "Synthesis of an aziridine by dehydrating a beta aminoalcohol with sulfuric acid." ;
rdfs:subClassOf obo:MOP_0000628 , obo:RXNO_0000347 .
obo:RXNO_0000246 a rdfs:Class ;
rdfs:label "polymerisation reaction" ;
rdfs:comment "A joining reaction, the objective of which is that a large number of monomers react together to produce a polymer consisting of repeating units." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:RXNO_0000250 a rdfs:Class ;
rdfs:label "Fritsch-Buttenberg-Wiechell rearrangement" ;
rdfs:comment "The rearrangement of a 2-bromoalkene into an alkyne, mediated by strong base." ;
rdfs:subClassOf obo:RXNO_0000025 .
obo:MOP_0003524 a rdfs:Class ;
rdfs:label "O-sulfonylation" ;
rdfs:comment "Formation of a covalent bond between an oxygen atom in a substrate and a sulfonyl group." ;
rdfs:subClassOf obo:MOP_0000539 .
obo:RXNO_0000173 a rdfs:Class ;
rdfs:label "Schmidt rearrangement, alkene" ;
rdfs:comment "The reaction of an alkene with hydrazoic acid with rearrangement to form an imide." ;
rdfs:subClassOf obo:RXNO_0000030 .
obo:CHEBI_60004 a rdfs:Class ;
rdfs:label "mixture" ;
rdfs:comment "A mixture is a chemical substance composed of multiple molecules, at least two of which are of a different kind." ;
rdfs:subClassOf obo:CHEBI_59999 .
obo:RXNO_0000351 a rdfs:Class ;
rdfs:label "aryl reduction to cycloalkyl" ;
rdfs:comment "A hydrogenation reaction where an aryl ring is reduced to a cycloalkyl ring." ;
rdfs:subClassOf obo:MOP_0000589 .
obo:RXNO_0000005 a rdfs:Class ;
rdfs:label "ring formation reaction step" ;
rdfs:comment "A planned reaction step where the product contains a ring that was not in any of the reactants." ;
rdfs:subClassOf obo:MOP_0000543 , obo:MOP_0000561 , obo:RXNO_0000001 .
obo:RXNO_0000184 a rdfs:Class ;
rdfs:label "Pfitzner-Moffatt oxidation" ;
rdfs:comment "The oxidation of a primary or secondary alcohol to the corresponding aldehyde or ketone respectively using dimethyl sulfoxide, 1,3-dicyclohexylcarbodiimide and acid. The reaction proceeds via an alkoxysulfonium ylide." ;
rdfs:subClassOf obo:RXNO_0000012 .
obo:RXNO_0000083 a rdfs:Class ;
rdfs:label "Paternò–Büchi reaction" ;
rdfs:comment "A photochemical cycloaddition between an aldehyde or ketone and an alkene to give an oxetane." ;
rdfs:subClassOf obo:MOP_0000563 , obo:RXNO_0000346 .
obo:RXNO_0000106 a rdfs:Class ;
rdfs:label "Hunsdiecker reaction" ;
rdfs:comment "The decarboxylation of silver carboxylates with halogens to give organic halides." ;
rdfs:subClassOf obo:RXNO_0000105 .
obo:RXNO_0000311 a rdfs:Class ;
rdfs:label "Tsuji-Trost reaction" ;
rdfs:comment "A carbon-carbon coupling reaction in which a nucleophile reacts with an allyl acetate, allyl halide, allyl carbonate, allyl carbamate, allyl phosphate, allyl sulfone or allyl nitro compound to give an allyl compound. The reaction is catalsed by Pd(0)." ;
rdfs:subClassOf obo:MOP_0000422 , obo:RXNO_0000002 .
obo:RXNO_0000131 a rdfs:Class ;
rdfs:label "Wacker process" ;
rdfs:comment "The oxidation of ethene to acetaldehyde, catalysed by PdCl2 and CuCl2, and using molecular oxygen as the oxidant." ;
rdfs:subClassOf obo:RXNO_0000130 .
obo:RXNO_0000117 a rdfs:Class ;
rdfs:label "Julia olefination" ;
rdfs:comment "A carbon-carbon coupling reaction between a phenyl sulfone and an aldehyde or ketone to give a (typically trans) alkene." ;
rdfs:subClassOf obo:RXNO_0000479 .
obo:RXNO_0000384 a rdfs:Class ;
rdfs:label "cyclic alpha-haloketone Favorskii rearrangement" ;
rdfs:comment "Base-catalysed rearrangement of a cyclic alpha-haloketone to the ring-contracted cyclic carboxylic acid." ;
rdfs:subClassOf obo:RXNO_0000206 , obo:RXNO_0000385 .
obo:CHEBI_39144 a rdfs:Class ;
rdfs:label "Lewis base" ;
rdfs:subClassOf obo:BFO_0000016 .
obo:CHEBI_17087 a rdfs:Class ;
rdfs:label "ketone" ;
rdfs:subClassOf obo:CHEBI_36587 .
obo:RXNO_0000688 a rdfs:Class ;
rdfs:label "Asinger reaction"@en ;
rdfs:comment "A multicomponent reaction (A-4CR) in which 3-thiazolines (2,5-dihydro-1,3-thiazoles) or mixtures of several 3-thiazolines are synthesized from elemental sulfur, an alpha-substitutable ketone or aldehyde, another carbonyl component and ammonia." ;
rdfs:subClassOf obo:RXNO_0000005 , obo:RXNO_0000348 .
obo:RXNO_0000292 a rdfs:Class ;
rdfs:label "hydroboration" ;
rdfs:comment "The addition of a boron hydride across a double bond of an alkene or alkyne. The boron usually adds to the less substituted carbon." ;
rdfs:subClassOf obo:RXNO_0000041 .
obo:BFO_0000015 a rdfs:Class ;
rdfs:label "process" .
obo:RXNO_0000435 a rdfs:Class ;
rdfs:label "methyl ester deprotection" ;
rdfs:comment "A deprotection reaction where the reactant is a methyl ester and the product is a carboxylic acid." ;
rdfs:subClassOf obo:RXNO_0000433 .
obo:CHEBI_22680 a rdfs:Class ;
rdfs:label "azide" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000105 a rdfs:Class ;
rdfs:label "end-of-chain chain shortening" ;
rdfs:comment "A reaction in which a single skeletal atom is removed from the end of a chain." ;
rdfs:subClassOf obo:RXNO_0000073 .
obo:RXNO_0000522 a rdfs:Class ;
rdfs:label "Betti reaction" ;
rdfs:comment "Reaction of a phenol, an aromatic aldehyde and a primary aromatic or heterocyclic amine to yield a Betti's base, also known as an alpha-aminobenzylphenol." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:CHEBI_39279 a rdfs:Class ;
rdfs:label "halomethane" ;
rdfs:comment "A haloalkane that is methane in which one (or more) of the hydrogens have been replaced by a halogen atom/halogen atoms." ;
rdfs:subClassOf obo:CHEBI_24469 .
obo:RXNO_0000038 a rdfs:Class ;
rdfs:label "Clemmensen reduction" ;
rdfs:comment "A functional group reduction where an aldehyde or ketone carbonyl group is reduced to a methylene with zinc-mercury amalgam and hydrochloric acid." ;
rdfs:subClassOf obo:RXNO_0000037 .
obo:CHEBI_17478 a rdfs:Class ;
rdfs:label "aldehyde" ;
rdfs:subClassOf obo:CHEBI_36587 .
obo:RXNO_0000278 a rdfs:Class ;
rdfs:label "hydrovinylation" ;
rdfs:comment "The reaction of two alkenes to give an elongated alkene, employing a transition-metal-based catalyst." ;
rdfs:subClassOf obo:RXNO_0000002 .
obo:RXNO_0000112 a rdfs:Class .
obo:RXNO_0000155 a rdfs:Class ;
rdfs:label "Finkelstein reaction" ;
rdfs:comment "The conversion of an alkyl chloride, alkyl bromide or alkyl sulfonate ester to an alkyl iodide by SN2 substitution. The reaction relies upon the equilibrium being pushed to completion by the precipitation." ;
rdfs:subClassOf obo:RXNO_0000011 .
obo:RXNO_0000339 a rdfs:Class ;
rdfs:label "alkene reduction to alkane" ;
rdfs:comment "A hydrogenation reaction where an alkene is reduced to an alkane." ;
rdfs:subClassOf obo:MOP_0000589 .
obo:CHEBI_18140 a rdfs:Class ;
rdfs:label "hydrogen halide" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000027 a rdfs:Class .
obo:RXNO_0000217 a rdfs:Class ;
rdfs:label "Sakurai reaction, epoxide" ;
rdfs:comment "A ring-breaking reaction in which an epoxide reacts with allyltrimethylsilane to form a hydroxy alkene." ;
rdfs:subClassOf obo:RXNO_0000205 , obo:RXNO_0000443 .
obo:RXNO_0000583 a rdfs:Class ;
rdfs:label "Niementowski quinazoline synthesis" ;
rdfs:comment "An azacycle synthesis where the product is a 4-oxo-3,4-dihydroquinazoline and the reactants are a 2-aminobenzoic acid and an amide." ;
rdfs:subClassOf obo:RXNO_0000347 .
obo:CHEBI_47875 a rdfs:Class ;
rdfs:label "tetrabromomethane" ;
rdfs:subClassOf obo:CHEBI_22929 .
obo:RXNO_0000289 a rdfs:Class ;
rdfs:label "Woehler reaction" ;
rdfs:comment "The formation of urea from ammonium cyanate. Ammonium cyanate is unstable, and so is formed in situ from either (a) cyanic acid and ammonia, (b) a metal cyanate and an ammonium salt, or (c) a metal cyanate and ammonia." ;
rdfs:subClassOf obo:RXNO_0000011 .
obo:MOP_0000422 a rdfs:Class ;
rdfs:label "allylation" ;
rdfs:comment "Formation of a covalent bond between a substrate and an allyl group." ;
rdfs:subClassOf obo:MOP_0000410 .
obo:RXNO_0000075 a rdfs:Class ;
rdfs:label "benzilic acid rearrangement" ;
rdfs:comment "A rearrangement of a 1,2-diketone to an alpha-hydroxy carboxylic acid. It can also be applied to alpha-keto aldehydes. The first exmaple of this reaction was with benzil (PhC(=O)C(=O)Ph) to form benzilic acid, hence the name." ;
rdfs:subClassOf obo:RXNO_0000025 .
obo:CHEBI_25710 a rdfs:Class ;
rdfs:label "organophosphorus compound" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:MOP_0000588 a rdfs:Class ;
rdfs:label "quaternary alkene oxidation to ketones" ;
rdfs:comment "An alkene oxidation process where the reactant is a quaternary alkene and the products are the corresponding ketones." ;
rdfs:subClassOf obo:RXNO_0000344 .
obo:CHEBI_22495 a rdfs:Class ;
rdfs:label "arenecarbaldehyde" ;
rdfs:subClassOf obo:CHEBI_17478 .
obo:RXNO_0000634 a rdfs:Class ;
rdfs:label "bromo Suzuki coupling" ;
rdfs:comment "A Suzuki coupling where the halide is a bromide." ;
rdfs:subClassOf obo:RXNO_0000140 , obo:RXNO_0000635 .
obo:RXNO_0000460 a rdfs:Class ;
rdfs:label "intramolecular acyloin condensation" ;
rdfs:comment "A reductive coupling reaction between two ester groups in the same molecule to give an acyloin (an alpha-hydroxyketone)." ;
rdfs:subClassOf obo:RXNO_0000005 , obo:RXNO_0000085 .
obo:CHEBI_23367 a rdfs:Class ;
rdfs:label "molecular entity" ;
rdfs:subClassOf obo:CHEBI_24431 .
obo:RXNO_0000058 a rdfs:Class ;
rdfs:label "Ritter reaction" ;
rdfs:comment "A reaction between an alcohol or alkene and a nitrile to give an amide, catalysed by a Bronsted acid." ;
rdfs:subClassOf obo:RXNO_0000011 .
obo:RXNO_0000410 a rdfs:Class ;
rdfs:label "Hofmann rearrangement" ;
rdfs:comment "Rearrangement of a primary carboxylic amide to an isocyanate." ;
rdfs:subClassOf obo:RXNO_0000105 .
obo:CHEBI_24828 a rdfs:Class ;
rdfs:label "indoles" ;
rdfs:subClassOf obo:CHEBI_35293 , obo:CHEBI_38101 .
obo:RXNO_0000128 a rdfs:Class ;
rdfs:label "Kolbe electrolysis" ;
rdfs:comment "The decarboxylation and coupling of a carboxylate or mixture of carboxylates to give a dimer." ;
rdfs:subClassOf obo:RXNO_0000002 .
obo:RXNO_0000228 a rdfs:Class ;
rdfs:label "Zemplen transesterification" ;
rdfs:comment "The reduction of an ester to the corresponding alcohol, using sodium methoxide in dry methanol." ;
rdfs:subClassOf obo:RXNO_0000037 .
obo:RXNO_0000069 a rdfs:Class ;
rdfs:label "Dimroth rearrangement" ;
rdfs:comment "A rearrangement of a heterocyclic compound in which endocyclic and exocyclic heteroatoms swap places." ;
rdfs:subClassOf obo:RXNO_0000202 .
obo:CHEBI_33598 a rdfs:Class ;
rdfs:label "carbocyclic compound" ;
rdfs:comment "A homocyclic compound in which all of the ring members are carbon atoms." ;
rdfs:subClassOf obo:CHEBI_33597 .
obo:CHEBI_23014 a rdfs:Class ;
rdfs:label "carbon oxide" ;
rdfs:subClassOf obo:CHEBI_36963 .
obo:CHEBI_39141 a rdfs:Class ;
rdfs:label "Brønsted acid" ;
rdfs:subClassOf obo:BFO_0000016 .
obo:RXNO_0000149 a rdfs:Class ;
rdfs:label "Ireland-Claisen rearrangement" ;
rdfs:comment "The enolisation and subsequent [3,3]-sigmatropic rearrangement of an allylic acetate to give a gamma,delta-unsaturated carboxylic acid." ;
rdfs:subClassOf obo:MOP_0000721 , obo:RXNO_0000025 .
obo:CHEBI_16842 a rdfs:Class ;
rdfs:label "formaldehyde" ;
rdfs:subClassOf obo:CHEBI_17478 .
obo:CHEBI_27024 a rdfs:Class ;
rdfs:label "toluenes" ;
rdfs:comment "Any member of the class of benzenes that is a substituted benzene in which the substituents include one (and only one) methyl group." ;
rdfs:subClassOf obo:CHEBI_22712 .
obo:CHEBI_37613 a rdfs:Class ;
rdfs:label "cyclohexadiene" ;
rdfs:subClassOf obo:CHEBI_33598 , obo:CHEBI_33641 .
obo:RXNO_0000086 a rdfs:Class ;
rdfs:label "Henry reaction" ;
rdfs:comment "A carbon-carbon coupling reaction between a nitroalkane and an aldehyde or ketone to give a beta-hydroxy nitroalkane." ;
rdfs:subClassOf obo:RXNO_0000002 .
obo:RXNO_0000466 a rdfs:Class ;
rdfs:label "polymerisation objective" ;
rdfs:comment "A molecular transformation objective that is satisfied by a reaction in which a large number of monomers react together to product a polymer consisting of repeating units." ;
rdfs:subClassOf obo:RXNO_0000440 .
obo:RXNO_0000138 a rdfs:Class ;
rdfs:label "benzoin condensation" ;
rdfs:comment "A reaction between two aromatic aldehydes to give a benzoin (an alpha-hydroxyketone)." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:RXNO_0000072 a rdfs:Class ;
rdfs:label "Reimer-Tiemann reaction" ;
rdfs:comment "A formylation reaction between a phenol and chloroform (for example, to form an ortho-formyl phenol)." ;
rdfs:subClassOf obo:MOP_0000003 , obo:RXNO_0000002 .
obo:RXNO_0000645 a rdfs:Class ;
rdfs:label "retro-Prato reaction" ;
rdfs:comment "A ring-breaking reaction where a pyrrolidinofullerene yields a fullerene. The substituted fullerene is heated with a dipolarophile and a catalyst." ;
rdfs:subClassOf obo:RXNO_0000205 .
obo:RXNO_0000397 a rdfs:Class ;
rdfs:label "Pechmann pyrazole synthesis" ;
rdfs:comment "Reaction of an organic diazo compound with an acetylene to yield a pyrazole." ;
rdfs:subClassOf obo:RXNO_0000392 .
obo:CHEBI_46882 a rdfs:Class ;
rdfs:label "amino group" ;
rdfs:subClassOf obo:CHEBI_51142 .
obo:RXNO_0000049 a rdfs:Class ;
rdfs:label "intramolecular Prins reaction" ;
rdfs:comment "A reaction between formaldehyde and an alkene to give a 1,3-dioxane, catalysed by acid." ;
rdfs:subClassOf obo:RXNO_0000005 .
obo:RXNO_0000309 a rdfs:Class ;
rdfs:label "Yamaguchi esterification" ;
rdfs:comment "The esterification of a carboxylic acid with an alcohol using 2,4,6-trichlorobenzoyl chloride (Yamaguchi reagent)." ;
rdfs:subClassOf obo:RXNO_0000331 .
obo:CHEBI_59999 a rdfs:Class ;
rdfs:label "chemical substance" ;
rdfs:comment "A chemical substance is a portion of matter of constant composition, composed of molecular entities of the same type or of different types." ;
rdfs:subClassOf obo:CHEBI_24431 .
obo:RXNO_0000358 a rdfs:Class ;
rdfs:label "N-acylation to urea" ;
rdfs:comment "An acylation reaction where a nitrogen atom is acylated to form a urea." ;
rdfs:subClassOf obo:MOP_0002479 .
obo:RXNO_0000047 a rdfs:Class ;
rdfs:label "Oppenauer oxidation" ;
rdfs:comment "An oxidation of a secondary alcohol to a ketone involving an equilibrium between the alcohol and a reagent ketone present in excess, catalysed by a metal alkoxide." ;
rdfs:subClassOf obo:RXNO_0000012 .
obo:RXNO_0000369 a rdfs:Class ;
rdfs:label "Friedel-Crafts reaction" ;
rdfs:comment "A carbon-carbon coupling reaction between an arene and a carbonyl compound (an acylation) or an alkyl compound that can form a carbocation (an alkylation) to form a substituted arene." ;
rdfs:subClassOf obo:RXNO_0000002 .
obo:CHEBI_24431 a rdfs:Class ;
rdfs:label "chemical entity" .
obo:MOP_0000671 a rdfs:Class ;
rdfs:label "epoxidation" ;
rdfs:comment "A cyclisation that results in the formation of an epoxide." ;
rdfs:subClassOf obo:MOP_0000561 .
obo:RXNO_0000296 a rdfs:Class ;
rdfs:label "hydrostannylation" ;
rdfs:comment "The reaction of a organotin hydride with an alkene or alkyne, to give an intermediate tin species that can give various products after work-up." ;
rdfs:subClassOf obo:RXNO_0000294 .
obo:RXNO_0000101 a rdfs:Class ;
rdfs:label "Leuckart reaction" ;
rdfs:comment "The reductive amination of ketones or aldehydes with an ammonium formate or formamide to form an amine." ;
rdfs:subClassOf obo:RXNO_0000335 .
obo:MOP_0000715 a rdfs:Class ;
rdfs:label "[3+2] cycloaddition" ;
rdfs:comment "A cycloaddition in which one participant contributes three electrons and the other participant contributes two electrons to the transformation of reactants to products." ;
rdfs:subClassOf obo:MOP_0000562 .
obo:RXNO_0000180 a rdfs:Class ;
rdfs:label "Elbs persulfate oxidation, tolyl variant" ;
rdfs:comment "The oxidation of a methyl-substituted aromatic compound to the corresponding benzaldehyde using potassium persulfate." ;
rdfs:subClassOf obo:RXNO_0000012 .
obo:MOP_0000739 a rdfs:Class ;
rdfs:label "Lewis adduct formation" ;
rdfs:subClassOf obo:MOP_0000543 .
obo:RXNO_0000026 a rdfs:Class ;
rdfs:label "Beckmann rearrangement" ;
rdfs:comment "A rearrangement where an oxime rearranges to form an amide. Often there is selective migration of one group." ;
rdfs:subClassOf obo:RXNO_0000025 .
obo:CHEBI_38166 a rdfs:Class ;
rdfs:label "organic heteropolycyclic compound" ;
rdfs:subClassOf obo:CHEBI_33671 .
obo:CHEBI_33655 a rdfs:Class ;
rdfs:label "aromatic compound" ;
rdfs:comment "A cyclically conjugated molecular entity with a stability (due to delocalization) significantly greater than that of a hypothetical localized structure (e.g. Kekule structure) is said to possess aromatic character." ;
rdfs:subClassOf obo:CHEBI_33595 .
obo:RXNO_0000030 a rdfs:Class ;
rdfs:label "molecular skeleton insertion reaction" ;
rdfs:comment "A joining reaction in which one or more atoms are added to the middle of a chain." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:MOP_0000574 a rdfs:Class ;
rdfs:label "secondary alcohol oxidation to ketone" ;
rdfs:comment "An oxidation process where a secondary alcohol is transformed into a ketone." ;
rdfs:subClassOf obo:MOP_0000572 .
obo:RXNO_0000519 a rdfs:Class ;
rdfs:label "Bernthsen acridine synthesis" ;
rdfs:comment "Reaction of a diarylamine in an organic acid or anhydride in the presence of zinc chloride to yield a 9-substituted acridine." ;
rdfs:subClassOf obo:RXNO_0000518 .
obo:OBI_0000011 a rdfs:Class ;
rdfs:label "planned process" ;
rdfs:subClassOf obo:BFO_0000015 .
obo:MOP_0000572 a rdfs:Class ;
rdfs:label "alcohol oxidation" ;
rdfs:comment "An oxidation process where an alcohol is transformed into a carbonyl compound." ;
rdfs:subClassOf obo:MOP_0000568 .
obo:MOP_0003339 a rdfs:Class ;
rdfs:label "O-silylation" ;
rdfs:comment "Formation of a covalent bond between an oxygen atom in a substrate and a silyl group." ;
rdfs:subClassOf obo:MOP_0000339 .
obo:RXNO_0000133 a rdfs:Class ;
rdfs:label "Cativa process" ;
rdfs:comment "The reaction of carbon monoxide with methanol to form acetic acid, catalysed by an iridium complex." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:CHEBI_38757 a rdfs:Class ;
rdfs:label "isoflavones" ;
rdfs:subClassOf obo:CHEBI_38104 .
obo:RXNO_0000060 a rdfs:Class ;
rdfs:label "Arbuzov reaction" ;
rdfs:comment "The alkylation of a trialkyl phosphite with an alkyl halide or acyl halide to give an alkyl phosphonate." ;
rdfs:subClassOf obo:RXNO_0000331 .
obo:RXNO_0000252 a rdfs:Class ;
rdfs:label "Cadogan carbazole synthesis" ;
rdfs:comment "The reduction of a 2-nitrobiaryl compound to give a carbazole." ;
rdfs:subClassOf obo:RXNO_0000521 .
obo:CHEBI_37578 a rdfs:Class ;
rdfs:label "halide" ;
rdfs:comment "Any heteroatomic molecular entity that is a chemical compound of halogen with other chemical elements." ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000283 a rdfs:Class ;
rdfs:label "ring-closing enyne metathesis" ;
rdfs:comment "A joining reaction in which a carbon-carbon double bond and a carbon-carbon triple bond in the same molecule are redistributed to give a alkene-substituted cycloalkene. It is typically catalysed by a metal carbenoid, and proceeds via two four-membered intermediates (metallacyclobutanes). The reaction is driven by formation of the ring." ;
rdfs:subClassOf obo:RXNO_0000005 .
obo:CHEBI_29256 a rdfs:Class ;
rdfs:label "thiol" ;
rdfs:comment "An organosulfur compound in which a thiol group, -SH, is attached to a carbon atom of any aliphatic or aromatic moiety." ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000472 a rdfs:Class ;
rdfs:label "Amadori rearrangement" ;
rdfs:comment "Rearrangement of an aldose N-glycoside to a ketose N-glycoside by acid or base catalysis." ;
rdfs:subClassOf obo:RXNO_0000025 .
obo:RXNO_0000314 a rdfs:Class .
obo:RXNO_0000280 a rdfs:Class ;
rdfs:label "alkene metathesis" ;
rdfs:comment "A joining reaction in which two carbon-carbon double bonds are redistributed among two fragments, i.e. two alkenes. It is typically catalysed by a metal carbenoid, and proceeds via two four-membered intermediates (metallacyclobutanes). The reaction is driven by release of a low-MW alkene." ;
rdfs:subClassOf obo:RXNO_0000204 .
obo:RXNO_0000692 a rdfs:Class ;
rdfs:label "silyl deprotection"@en ;
rdfs:comment "A hydroxyl group deprotection in which an silyl ether group is transformed into a hydroxy group." ;
rdfs:subClassOf obo:RXNO_0000430 .
obo:CHEBI_35562 a rdfs:Class ;
rdfs:label "1,2,3-triazole" ;
rdfs:subClassOf obo:CHEBI_38597 .
obo:RXNO_0000041 a rdfs:Class ;
rdfs:label "addition reaction step" ;
rdfs:comment "A reaction in which two or more groups of atoms are added to the molecule, resulting in a change of skeletal bond order." ;
rdfs:subClassOf obo:RXNO_0000010 , obo:RXNO_0000011 .
obo:RXNO_0000441 a rdfs:Class ;
rdfs:label "molecular rearrangement objective" ;
rdfs:comment "A molecular transformation specification that specifies that the number of rings and number of skeletal atoms should be preserved and that one or more atoms or groups of atoms move from one atom to another." ;
rdfs:subClassOf obo:RXNO_0000437 .
obo:CHEBI_27363 a rdfs:Class ;
rdfs:label "zinc atom" ;
rdfs:subClassOf obo:CHEBI_27081 .
obo:RXNO_0000139 a rdfs:Class ;
rdfs:label "Gattermann reaction" ;
rdfs:comment "The formylation of an arene with hydrogen cyanide to give an aryl aldehyde or ketone." ;
rdfs:subClassOf obo:MOP_0000003 , obo:RXNO_0000002 .
obo:CHEBI_22324 a rdfs:Class ;
rdfs:label "alkyl phosphate" ;
rdfs:subClassOf obo:CHEBI_25703 .
obo:RXNO_0000605 a rdfs:Class ;
rdfs:label "Fukuyama coupling" ;
rdfs:comment "A cross-coupling reaction where a thioester and an organozinc halide react to form a ketone. It uses a palladium catalyst." ;
rdfs:subClassOf obo:RXNO_0000603 .
obo:RXNO_0000529 a rdfs:Class ;
rdfs:label "Bogert-Cook synthesis" ;
rdfs:comment "Condensation of beta-phenylethylmagnesium bromide with a cyclohexanone followed by cyclisation and dehydration in concentrated sulfuric acid to yield an octahydrophenanthrene." ;
rdfs:subClassOf obo:RXNO_0000052 .
obo:CHEBI_33823 a rdfs:Class ;
rdfs:label "enol" ;
rdfs:subClassOf obo:CHEBI_33822 .
obo:RXNO_0000126 a rdfs:Class ;
rdfs:label "Doebner reaction" ;
rdfs:comment "The reaction between an aromatic amine, an aldehyde and pyruvic acid on heating to give a quinoline 4-carboxylic acid (cinchoninic acid)." ;
rdfs:subClassOf obo:RXNO_0000393 .
obo:RXNO_0000263 a rdfs:Class ;
rdfs:label "[2,3]-aza-Wittig rearrangement" ;
rdfs:comment "A base-mediated 2,3-sigmatropic rearrangement of an activated tertiary allyl amine, to give a secondary homoallylic amine." ;
rdfs:subClassOf obo:RXNO_0000259 .
obo:RXNO_0000144 a rdfs:Class ;
rdfs:label "Kumada coupling" ;
rdfs:comment "A cross-coupling reaction between a Grignard reagent and an activated (aryl or vinyl) halide or triflate. The reaction is catalysed by a palladium or nickel catalyst." ;
rdfs:subClassOf obo:RXNO_0000002 .
obo:RXNO_0000512 a rdfs:Class ;
rdfs:label "Smith indole synthesis" ;
rdfs:comment "Reaction of a N-(2-alkylphenyl)-trimethylsilylamine with two equivalents of organolithium and an ester or carboxylic acid to form an indole." ;
rdfs:subClassOf obo:RXNO_0000395 .
obo:RXNO_0000428 a rdfs:Class ;
rdfs:label "pivaloyl protection" ;
rdfs:comment "Protection of a hydroxy group by reaction with pivaloyl chloride, resulting in formation of a pivaloyl ester." ;
rdfs:subClassOf obo:RXNO_0000323 .
obo:CHEBI_26421 a rdfs:Class ;
rdfs:label "pyridines" ;
rdfs:subClassOf obo:CHEBI_38101 .
obo:RXNO_0000121 a rdfs:Class ;
rdfs:label "aza-Payne rearrangement" ;
rdfs:comment "A base-catalysed isomerisation of a 2,3-epoxyamine to form a hydroxy aziridine, with inversion of configuration at C2." ;
rdfs:subClassOf obo:RXNO_0000202 .
obo:RXNO_0000455 a rdfs:Class ;
rdfs:label "functional reduction objective" ;
rdfs:comment "A functional group modification objective that is satisfied by a reaction in which a functional group is reduced." ;
rdfs:subClassOf obo:RXNO_0000453 .
obo:RXNO_0000115 a rdfs:Class ;
rdfs:label "Nicholas reaction, nucleophilic heteroatom centre" ;
rdfs:comment "The reaction of a propargylic cation (stabilised with dicobalt octacarbonyl) with a hydride or amine or enamine to give a substituted alkyne." ;
rdfs:subClassOf obo:RXNO_0000114 .
obo:RXNO_0000009 a rdfs:Class ;
rdfs:label "Michael addition" ;
rdfs:comment "A conjugate addition reaction where a carbon nucleophile adds to the beta-carbon of an alpha,beta-unsaturated system (or an activated carbon-carbon bond)." ;
rdfs:subClassOf obo:RXNO_0000008 .
obo:CHEBI_33259 a rdfs:Class ;
rdfs:label "elemental molecular entity" ;
rdfs:comment "A molecular entity all atoms of which have the same atomic number." ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000272 a rdfs:Class ;
rdfs:label "hydroformylation" ;
rdfs:comment "The reaction of hydrogen and carbon monoxide with an alkene, to give an aldehyde, catalysed by a rhodium or cobalt catalyst. The process is equivalent to the formal addition of the H-C bond of formaldehyde across the double bond of an alkene." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:RXNO_0000574 a rdfs:Class ;
rdfs:label "cyclic Beckmann rearrangement" ;
rdfs:comment "A Beckmann rearrangement which produces a cyclic product." ;
rdfs:subClassOf obo:RXNO_0000026 , obo:RXNO_0000347 .
obo:RXNO_0000458 a rdfs:Class ;
rdfs:label "molecular ring rearrangement objective" ;
rdfs:comment "A molecular transformation objective that is satisfied by a reaction in which the number of skeletal rings in a molecule stays the same but the connectivity of the atoms in at least one ring changes." ;
rdfs:subClassOf obo:RXNO_0000437 .
obo:RXNO_0000379 a rdfs:Class ;
rdfs:label "intermolecular Scholl reaction" ;
rdfs:comment "Scholl reaction between two aromatic molecules to form a single molecule." ;
rdfs:subClassOf obo:RXNO_0000000 , obo:RXNO_0000377 .
obo:RXNO_0000498 a rdfs:Class ;
rdfs:label "Béchamp reduction" ;
rdfs:comment "Reduction of an aromatic nitro compound to the corresponding arene by iron in some form in aqueous acid." ;
rdfs:subClassOf obo:RXNO_0000037 .
obo:RXNO_0000110 a rdfs:Class ;
rdfs:label "fragmentation reaction" ;
rdfs:comment "A reaction in which the parent molecule breaks up into three or more products." ;
rdfs:subClassOf obo:RXNO_0000073 .
obo:CHEBI_15882 a rdfs:Class ;
rdfs:label "phenol" ;
rdfs:comment "An organic hydroxy compound that consists of benzene bearing a single hydroxy substituent. The parent of the class of phenols." ;
rdfs:subClassOf obo:CHEBI_33853 .
obo:RXNO_0000523 a rdfs:Class ;
rdfs:label "Bischler-Möhlau indole synthesis" ;
rdfs:comment "Reaction of a terminal hydroxyketone or terminal halogenoketone with an aromatic amine to yield a 2-substituted indole." ;
rdfs:subClassOf obo:RXNO_0000395 .
obo:RXNO_0000657 a rdfs:Class ;
rdfs:label "carbonyl group protection"@en ;
rdfs:comment "A protection reaction where the reactive centre is a carbonyl oxygen." ;
rdfs:subClassOf obo:RXNO_0000078 .
obo:RXNO_0000052 a rdfs:Class ;
rdfs:label "fused-ring-system formation" ;
rdfs:comment "A reaction in which a fused ring system is present in a product that was not present in any of the reactants." ;
rdfs:subClassOf obo:MOP_0000543 , obo:RXNO_0000005 .
obo:RXNO_0000097 a rdfs:Class ;
rdfs:label "imino-Reformatsky reaction" ;
rdfs:comment "A carbon-carbon coupling reaction where an imine reacts with a alpha-halo ester and zinc to form a beta-amino ester." ;
rdfs:subClassOf obo:RXNO_0000036 .
obo:RXNO_0000585 a rdfs:Class ;
rdfs:label "Pomeranz–Fritsch reaction" ;
rdfs:comment "An azacycle synthesis where the product is an isoquinoline and the reactants are a benzaldehyde and a 2,2-dialkoxyethylamine." ;
rdfs:subClassOf obo:RXNO_0000347 .
obo:RXNO_0000325 a rdfs:Class ;
rdfs:label "carboxylic acid protection" ;
rdfs:comment "A protection reaction where the reactive centre is a carboxy oxygen." ;
rdfs:subClassOf obo:RXNO_0000078 .
obo:RXNO_0000483 a rdfs:Class ;
rdfs:label "Baudisch reaction" ;
rdfs:comment "Copper-catalysed reaction of benzene with a nitrosylating agent and hydrogen peroxide to form an o-nitrosophenol." ;
rdfs:subClassOf obo:RXNO_0000373 .
obo:RXNO_0000679 a rdfs:Class ;
rdfs:label "Baddeley isomerization"@en ;
rdfs:comment "The rearrangement/migration of alkyl groups in polyalkylbenzenes or polynuclear aromatic compounds in the presence of anhydrous aluminum chloride or the mixture of protonic acid and Lewis acid." ;
rdfs:subClassOf obo:RXNO_0000025 .
obo:MOP_0000585 a rdfs:Class ;
rdfs:label "tertiary alkene oxidation to carboxylic acid and ketone" ;
rdfs:comment "An alkene oxidation where the reactant is a tertiary alkene and the products are the corresponding carboxylic acid and ketone. This can be achieved with a warm, acidic solution of potassium permanganate." ;
rdfs:subClassOf obo:RXNO_0000344 .
obo:RXNO_0000346 a rdfs:Class ;
rdfs:label "oxacycle synthesis" ;
rdfs:comment "A ring formation reaction where the intended product contains an oxacycle that was not in any of the reactants." ;
rdfs:subClassOf obo:MOP_0000543 , obo:RXNO_0000349 .
obo:RXNO_0000635 a rdfs:Class ;
rdfs:label "bromo Suzuki-type coupling" ;
rdfs:comment "A Suzuki-type coupling where the halide is a bromide." ;
rdfs:subClassOf obo:RXNO_0000592 .
obo:RXNO_0000564 a rdfs:Class ;
rdfs:label "obsolete: acyclic Beckmann rearrangement/Sandmeyer chlorination" ;
rdfs:comment "This term has been obsoleted because the ID was inadvertently reused for two classes. See RXNO:0000631 for acyclic Beckmann rearrangement and RXNO:0000610 for Sandmeyer chlorination." .
obo:CHEBI_32988 a rdfs:Class ;
rdfs:label "amide" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000567 a rdfs:Class ;
rdfs:label "obsolete: bromo Suzuki coupling/iodo Heck reaction" ;
rdfs:comment "This term has been obsoleted because the ID was inadvertently reused for two classes. See RXNO:0000634 for bromo Suzuki coupling and RXNO:0000613 for the iodo Heck reaction." .
obo:RXNO_0000219 a rdfs:Class ;
rdfs:label "crossed Cannizzaro reaction" ;
rdfs:comment "The reaction between two different non-enolisable aldehydes to give a carboxylic acid and an alcohol. The reaction is base-catalysed." ;
rdfs:subClassOf obo:RXNO_0000011 .
obo:CHEBI_53212 a rdfs:Class ;
rdfs:label "isocyanates" ;
rdfs:subClassOf obo:CHEBI_35352 , obo:CHEBI_36963 .
obo:CHEBI_39477 a rdfs:Class ;
rdfs:label "aminoxyls" ;
rdfs:comment "Radicals derived from hydroxylamines by removal of the hydrogen atom from the hydroxy group. The synonymous terms nitroxyl radicals and nitroxides erroneously suggest the presence of a nitro group." ;
rdfs:subClassOf obo:CHEBI_36872 .
obo:CHEBI_16670 a rdfs:Class ;
rdfs:label "peptide" ;
rdfs:subClassOf obo:CHEBI_37622 .
obo:RXNO_0000183 a rdfs:Class ;
rdfs:label "Perkow reaction" ;
rdfs:comment "The reaction between an alpha-halocarbonyl compound and a trialkyl phosphite to give an enol phosphate." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:RXNO_0000256 a rdfs:Class ;
rdfs:label "Dess-Martin oxidation" ;
rdfs:comment "The oxidation of a primary alcohol to an aldehyde or a secondary alcohol to a ketone using the Dess-Martin periodinane." ;
rdfs:subClassOf obo:MOP_0000572 , obo:RXNO_0000012 .
obo:RXNO_0000553 a rdfs:Class ;
rdfs:label "Leuckart ketone reaction" ;
rdfs:comment "Reductive amination of a ketone with ammonium formate or formamide to form an amine." ;
rdfs:subClassOf obo:RXNO_0000101 .
obo:RXNO_0000646 a rdfs:Class ;
rdfs:label "Bingel reaction" ;
rdfs:comment "A cycloaddition where a fullerene reacts with diethyl bromomalonate to form a methanofullerene." ;
rdfs:subClassOf obo:RXNO_0000052 .
obo:RXNO_0000430 a rdfs:Class ;
rdfs:label "hydroxy group deprotection" ;
rdfs:comment "A deprotection reaction where the reactive centre is an oxygen atom." ;
rdfs:subClassOf obo:RXNO_0000203 .
obo:RXNO_0000386 a rdfs:Class ;
rdfs:label "Wallach degradation" ;
rdfs:comment "Favorskii rearrangement of a cyclic alpha-dibromoketone followed by decarboxylation to yield a ring-contracted cyclic ketone." ;
rdfs:subClassOf obo:RXNO_0000206 .
obo:CHEBI_60027 a rdfs:Class ;
rdfs:label "polymer" ;
rdfs:comment "A polymer is a mixture, which is composed of macromolecules of different kinds and which may be differentiated by composition, length, degree of branching etc.." ;
rdfs:subClassOf obo:CHEBI_60004 .
obo:MOP_0000731 a rdfs:Class ;
rdfs:label "base catalysis" ;
rdfs:subClassOf obo:MOP_0000543 .
obo:MOP_0000479 a rdfs:Class ;
rdfs:label "acylation" ;
rdfs:comment "Formation of a covalent bond between a substrate and an acyl group." ;
rdfs:subClassOf obo:MOP_0000458 .
obo:CHEBI_32952 a rdfs:Class ;
rdfs:label "amine" ;
rdfs:subClassOf obo:CHEBI_50047 .
obo:MOP_0000563 a rdfs:Class ;
rdfs:label "[2+2] cycloaddition" ;
rdfs:comment "A cycloaddition in which each participant contributes two electrons to the transformation of reactants to products." ;
rdfs:subClassOf obo:MOP_0000562 .
obo:RXNO_0000601 a rdfs:Class ;
rdfs:label "Johnson-Corey-Chaykovsky aziridine synthesis" ;
rdfs:comment "Reaction of a sulfur ylide with an imine to produce an aziridine." ;
rdfs:subClassOf obo:RXNO_0000347 , obo:RXNO_0000598 .
obo:MOP_0000713 a rdfs:Class ;
rdfs:label "carboxylation" ;
rdfs:comment "Formation of a covalent bond between a molecule and a carboxy group." ;
rdfs:subClassOf obo:MOP_0000479 .
obo:RXNO_0000406 a rdfs:Class ;
rdfs:label "Appel halogenation" ;
rdfs:comment "Conversion of an alcohol to an alkyl halide with triphenylphosphine and a halide source." ;
rdfs:subClassOf obo:RXNO_0000364 .
obo:RXNO_0000343 a rdfs:Class ;
rdfs:label "imine reduction to amine" ;
rdfs:comment "A reduction reaction where an imine function is replaced by an amine." ;
rdfs:subClassOf obo:MOP_0000569 .
obo:RXNO_0000249 a rdfs:Class ;
rdfs:label "Bose-Mitsunobu reaction" ;
rdfs:comment "A Mitsunobu reaction, where an alcohol is converted to something else with inversion at the stereocentre, using diphenylphosphoryl azide." ;
rdfs:subClassOf obo:RXNO_0000034 .
obo:RXNO_0000298 a rdfs:Class ;
rdfs:label "Fetizon oxidation" ;
rdfs:comment "The oxidation of a primary alcohol to an aldehyde or a secondary alcohol to a ketone using Fetizon's reagent." ;
rdfs:subClassOf obo:RXNO_0000012 .
obo:MOP_0000618 a rdfs:Class ;
rdfs:label "solvolysis" ;
rdfs:comment "A molecular process where a molecule is broken up by reaction with a molecule that is part of the solvent material. It may be the primary constituent molecule of the solvent material (for example water, ethanol, ammonia) or its lyonium ion or lyate ion." ;
rdfs:subClassOf obo:MOP_0000543 .
obo:MOP_0000792 a rdfs:Class ;
rdfs:label "allylic rearrangement" ;
rdfs:comment "A substitution reaction in an allylic system with concomitant migration of the allyl double bond." ;
rdfs:subClassOf obo:MOP_0000790 .
obo:RXNO_0000186 a rdfs:Class ;
rdfs:label "Willgerodt-Kindler reaction" ;
rdfs:comment "The conversion of an aryl alkyl ketone to an amide using sulfur and dry ammonia or a primary or secondary amine. The amide carbonyl group is always at the end of the alkyl chain." ;
rdfs:subClassOf obo:RXNO_0000011 .
obo:RXNO_0000437 a rdfs:Class ;
rdfs:label "molecular transformation objective" ;
rdfs:comment "An objective specification that describes how a molecule's skeleton and substituents are to be transformed by a given experiment." ;
rdfs:subClassOf obo:IAO_0000005 .
obo:CHEBI_18379 a rdfs:Class ;
rdfs:label "nitrile" ;
rdfs:subClassOf obo:CHEBI_23424 .
obo:RXNO_0000545 a rdfs:Class ;
rdfs:label "Sandmeyer diphenylurea isatin synthesis" ;
rdfs:comment "Reaction of diphenylthiourea with lead carbonate and potassium cyanide to form a cyanoformidine followed by ring closure and acid hydrolysis to yield isatin." ;
rdfs:subClassOf obo:RXNO_0000395 .
obo:RXNO_0000335 a rdfs:Class ;
rdfs:label "reductive amination" ;
rdfs:comment "A functional group modification where a carbonyl oxygen is replaced by an amine." ;
rdfs:subClassOf obo:MOP_0000650 , obo:RXNO_0000011 .
obo:RXNO_0000683 a rdfs:Class ;
rdfs:label "Kulinkovich-de Meijere reaction"@en ;
rdfs:comment "The formation of a substituted cyclopropylamine by reaction of an amide with a Grignard reagent (carrying a hydrogen atom in the beta-position) in the presence of a titanium(IV) alkoxide as catalyst." ;
rdfs:subClassOf obo:RXNO_0000005 .
obo:CHEBI_33641 a rdfs:Class ;
rdfs:label "olefin" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:CHEBI_51929 a rdfs:Class ;
rdfs:label "arylacetylene" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000556 a rdfs:Class ;
rdfs:label "Corey-Fuchs terminal dibromoolefination" ;
rdfs:comment "Reaction of an aldehyde with tetrabromomethane and triphenylphosphine to yield a terminal dibromoolefin." ;
rdfs:subClassOf obo:RXNO_0000479 .
obo:RXNO_0000381 a rdfs:Class ;
rdfs:label "Tiffeneau-Demjanov rearrangement" ;
rdfs:comment "Rearrangement of a beta-amino alcohol to yield a carbonyl compound. In the first step the amine is diazotised by reaction with nitrous acid." ;
rdfs:subClassOf obo:RXNO_0000025 .
obo:RXNO_0000591 a rdfs:Class ;
rdfs:label "Hinsberg thiophene synthesis" ;
rdfs:comment "Reaction of an alpha-diketone with a dialkyl thiodiacetate to form a thiophene dicarboxylic acid." ;
rdfs:subClassOf obo:RXNO_0000348 .
obo:CHEBI_37622 a rdfs:Class ;
rdfs:label "carboxamide" ;
rdfs:subClassOf obo:CHEBI_33256 .
obo:RXNO_0000580 a rdfs:Class ;
rdfs:label "iodo Suzuki coupling" ;
rdfs:comment "A Suzuki coupling where the halide is an iodide." ;
rdfs:subClassOf obo:RXNO_0000140 .
obo:RXNO_0000267 a rdfs:Class .
obo:RXNO_0000620 a rdfs:Class ;
rdfs:label "Hofmann-Löffler-Freytag pyrrolidine synthesis" ;
rdfs:comment "A Hofmann-Löffler-Freytag reaction in which the product is a pyrrolidine." ;
rdfs:subClassOf obo:RXNO_0000617 , obo:RXNO_0000618 .
obo:RXNO_0000322 a rdfs:Class ;
rdfs:label "benzylamine protection" ;
rdfs:comment "An amino group protection where the amino nitrogen atom is protected by reaction with benzylamine." ;
rdfs:subClassOf obo:RXNO_0000321 .
obo:RXNO_0000140 a rdfs:Class ;
rdfs:label "Suzuki-Miyaura coupling" ;
rdfs:comment "The coupling of a boronic acid or boronic ester with an unsaturated halide, triflate or sulfonate catalysed by a palladium(0) complex." ;
rdfs:subClassOf obo:RXNO_0000592 .
obo:RXNO_0000172 a rdfs:Class ;
rdfs:label "Schmidt rearrangement, tertiary alcohol" ;
rdfs:comment "The reaction of a tertiary alcohol with hydrazoic acid with rearrangement to form an imide." ;
rdfs:subClassOf obo:RXNO_0000030 .
obo:RXNO_0000229 a rdfs:Class ;
rdfs:label "Ferrier rearrangement" ;
rdfs:comment "The rearrangement of an O-alkenyl acetal to give the corresponding beta-alkoxy carbonyl compound." ;
rdfs:subClassOf obo:RXNO_0000025 .
obo:RXNO_0000164 a rdfs:Class ;
rdfs:label "Paal-Knorr pyrrole synthesis" ;
rdfs:comment "The cyclisation of a 1,4-dicarbonyl compound with an amine to give a pyrrole." ;
rdfs:subClassOf obo:RXNO_0000161 , obo:RXNO_0000497 .
obo:RXNO_0000016 a rdfs:Class ;
rdfs:label "aldol addition" ;
rdfs:comment "A carbon-carbon coupling reaction where an enol or enolate reacts with a carbonyl compound to form a beta-hydroxy ketone. The name comes from aldehyde + alcohol." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:RXNO_0000627 a rdfs:Class ;
rdfs:label "iodo Heck reaction" ;
rdfs:comment "A Heck reaction where an organoiodide couples to a terminal olefin to produce an internal olefin, catalysed by palladium." ;
rdfs:subClassOf obo:RXNO_0000024 .
obo:RXNO_0000375 a rdfs:Class .
obo:RXNO_0000093 a rdfs:Class ;
rdfs:label "extrusion reaction" ;
rdfs:comment "A cleaving reaction in which a skeletal atom or group of atoms is removed from the middle of a molecule." ;
rdfs:subClassOf obo:RXNO_0000073 .
obo:RXNO_0000208 a rdfs:Class ;
rdfs:label "aromatic Claisen rearrangement" ;
rdfs:comment "The [3,3]-sigmatropic rearrangement, and subsequent re-aromatisation, of an allyl aryl ether to give an ortho-allyl phenol." ;
rdfs:subClassOf obo:MOP_0000721 , obo:RXNO_0000025 .
obo:RXNO_0000392 a rdfs:Class ;
rdfs:label "pyrazole synthesis" ;
rdfs:comment "A reaction in which the intended product is a pyrazole that was not present in any of the reactants." ;
rdfs:subClassOf obo:RXNO_0000347 .
obo:RXNO_0000672 a rdfs:Class ;
rdfs:label "Leimgruber-Batcho indole synthesis"@en ;
rdfs:comment "Condensation of a formamide acetal with a derivative of o-nitrotoluene to yield an enamine intermediate that subsequently undergoes reductive cyclization to give the corresponding indole." ;
rdfs:subClassOf obo:RXNO_0000395 .
obo:RXNO_0000370 a rdfs:Class ;
rdfs:label "Demko-Sharpless reaction" ;
rdfs:comment "A functional group modification of a nitrile to a 1H-tetrazole by addition of sodium azide." ;
rdfs:subClassOf obo:RXNO_0000011 .
obo:RXNO_0000238 a rdfs:Class ;
rdfs:label "Katritzky pyrylium-pyridinium method" ;
rdfs:comment "The substitution of an amine with a nucleophile using a pyrylium salt." ;
rdfs:subClassOf obo:RXNO_0000331 .
obo:CHEBI_51154 a rdfs:Class ;
rdfs:label "phosphonium ylide" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000341 a rdfs:Class ;
rdfs:label "aniline N-alkylation" ;
rdfs:comment "An N-alkylation where the reactive centre is an aniline nitrogen." ;
rdfs:subClassOf obo:MOP_0002369 .
obo:RXNO_0000448 a rdfs:Class ;
rdfs:label "molecular chain lengthening objective" ;
rdfs:comment "A molecular skeleton joining adjective that is satisfied by a chain part of a molecular skeleton being lengthened." ;
rdfs:subClassOf obo:RXNO_0000440 .
obo:RXNO_0000360 a rdfs:Class ;
rdfs:label "O-acylation to ester" ;
rdfs:comment "An O-acylation reaction where an oxygen centre is acylated to result in an ester." ;
rdfs:subClassOf obo:MOP_0003479 .
obo:CHEBI_25703 a rdfs:Class ;
rdfs:label "organic phosphate" ;
rdfs:subClassOf obo:CHEBI_25710 .
obo:RXNO_0000153 a rdfs:Class ;
rdfs:label "Johnson-Claisen rearrangement" ;
rdfs:comment "The coupling and subsequent [3,3]-sigmatropic rearrangement of an allylic alcohol and trimethyl orthoacetate to give a gamma,delta-unsaturated alkyl ester." ;
rdfs:subClassOf obo:MOP_0000721 , obo:RXNO_0000150 .
obo:RXNO_0000616 a rdfs:Class ;
rdfs:label "piperidine synthesis" ;
rdfs:comment "A planned reaction in which one of the products contains a piperidine system that was not in any of the reactants." ;
rdfs:subClassOf obo:RXNO_0000347 .
obo:RXNO_0000330 a rdfs:Class ;
rdfs:label "acetate protection" ;
rdfs:comment "A hydroxyl group protection where the hydroxyl oxygen atom is protected by formation of an acetate ester." ;
rdfs:subClassOf obo:RXNO_0000323 .
obo:RXNO_0000395 a rdfs:Class ;
rdfs:label "indole synthesis" ;
rdfs:comment "A reaction in which the intended product is an indole that was not present in any of the reactants." ;
rdfs:subClassOf obo:MOP_0000543 , obo:RXNO_0000052 , obo:RXNO_0000347 .
obo:CHEBI_27385 a rdfs:Class ;
rdfs:label "tetrachloromethane" ;
rdfs:subClassOf obo:CHEBI_23128 .
obo:MOP_0000576 a rdfs:Class ;
rdfs:label "imine reduction" ;
rdfs:comment "A reduction process where an imine is transformed into an amine." ;
rdfs:subClassOf obo:MOP_0000569 .
obo:RXNO_0000218 a rdfs:Class ;
rdfs:label "Cannizzaro reaction" ;
rdfs:comment "The disproportionation of a non-enolisable aldehyde to the corresponding carboxylic acid and alcohol. The reaction is base-catalysed." ;
rdfs:subClassOf obo:RXNO_0000011 .
obo:RXNO_0000671 a rdfs:Class ;
rdfs:label "Baeyer oxindole synthesis"@en ;
rdfs:comment "The preparation of oxindole/indolin-2-one from 2-nitrophenylacetic acid by reduction of the nitro group and subsequent dehydration." ;
rdfs:subClassOf obo:RXNO_0000052 .
obo:RXNO_0000461 a rdfs:Class ;
rdfs:label "intermolecular acyloin condensation" ;
rdfs:comment "A reductive coupling reaction between two ester groups in different molecules to give an acyloin (an alpha-hydroxyketone)." ;
rdfs:subClassOf obo:RXNO_0000085 .
obo:MOP_0000716 a rdfs:Class ;
rdfs:label "enolisation" ;
rdfs:comment "Molecular process in which an aldehyde or ketone tautomerises to form an enol." ;
rdfs:subClassOf obo:MOP_0000543 .
obo:RXNO_0000434 a rdfs:Class ;
rdfs:label "tert-butyl ester deprotection" ;
rdfs:comment "A deprotection reaction where the reactant is a tert-butyl ester and the product is a carboxylic acid." ;
rdfs:subClassOf obo:RXNO_0000433 .
obo:RXNO_0000071 a rdfs:Class ;
rdfs:label "Edman degradation" ;
rdfs:comment "A cleaving reaction in which a peptide is treated with phenylisothiocyanate, removing the terminal amino acid group, to form the chain-shortened amine and a phenylthiohydantoin." ;
rdfs:subClassOf obo:RXNO_0000517 .
obo:CHEBI_36872 a rdfs:Class ;
rdfs:label "organic radical" ;
rdfs:subClassOf obo:CHEBI_26519 .
obo:RXNO_0000493 a rdfs:Class ;
rdfs:label "Bart reaction" ;
rdfs:comment "Reaction of an aromatic diazonium compound with an alkali arsenite in the presence of copper or silver to yield an aromatic arsonic acid." ;
rdfs:subClassOf obo:RXNO_0000332 .
obo:RXNO_0000202 a rdfs:Class ;
rdfs:label "ring rearrangement" ;
rdfs:comment "A reaction in which the number of rings in a molecule stays the same but the connectivity of the atoms in at least one ring changes." ;
rdfs:subClassOf obo:RXNO_0000005 .
obo:RXNO_0000132 a rdfs:Class ;
rdfs:label "Monsanto process" ;
rdfs:comment "The reaction of carbon monoxide with methanol to form acetic acid, catalysed by a rhodium complex." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:CHEBI_32955 a rdfs:Class ;
rdfs:label "epoxide" ;
rdfs:subClassOf obo:CHEBI_38104 .
obo:RXNO_0000433 a rdfs:Class ;
rdfs:label "carboxy group deprotection" ;
rdfs:comment "A deprotection reaction where the reactive centre is a carboxy oxygen atom." ;
rdfs:subClassOf obo:RXNO_0000203 .
obo:RXNO_0000631 a rdfs:Class ;
rdfs:label "acyclic Beckmann rearrangement" ;
rdfs:comment "A Beckmann rearrangement where an acyclic amide is formed." ;
rdfs:subClassOf obo:RXNO_0000026 .
obo:RXNO_0000596 a rdfs:Class ;
rdfs:label "obsolete: Combes quinoline synthesis/Conrad%E2%80%93Limpach_synthesis" ;
rdfs:comment "this ID has been obsoleted because it was used for two different classes." .
obo:RXNO_0000212 a rdfs:Class ;
rdfs:label "Sakurai reaction, aldehyde or ketone" ;
rdfs:comment "A carbon-carbon coupling reaction in which an aldehyde or ketone reacts with allyltrimethylsilane to form a homoallylic alcohol." ;
rdfs:subClassOf obo:RXNO_0000000 , obo:RXNO_0000443 .
obo:RXNO_0000501 a rdfs:Class ;
rdfs:label "Feist-Bénary synthesis" ;
rdfs:comment "Reaction of an alpha-haloketone or alpha-haloether with a 1,3-dicarbonyl compound in the presence of pyridine to yield a substituted furan." ;
rdfs:subClassOf obo:RXNO_0000346 .
obo:MOP_0000569 a rdfs:Class ;
rdfs:label "reduction" ;
rdfs:comment "The complete transfer of one or more electrons to a molecular entity." ;
rdfs:subClassOf obo:MOP_0000543 .
obo:RXNO_0000342 a rdfs:Class ;
rdfs:label "nitrile reduction to amine" ;
rdfs:comment "A reduction where a nitrile is replaced by an amine function." ;
rdfs:subClassOf obo:MOP_0000569 .
obo:RXNO_0000295 a rdfs:Class ;
rdfs:label "hydrozirconation" ;
rdfs:comment "The reaction of a organozirconium hydride with an alkene or alkyne, to give an intermediate zirconium species that can give various products after work-up. The zirconium reagent used is typically Schwartz's reagent, Cp2ZrHCl." ;
rdfs:subClassOf obo:RXNO_0000294 .
obo:RXNO_0000329 a rdfs:Class ;
rdfs:label "planned synthesis" ;
rdfs:comment "An experimental procedure with the aim of producing a portion of a given compound or mixture." ;
rdfs:subClassOf obo:OBI_0000011 .
obo:RXNO_0000526 a rdfs:Class ;
rdfs:label "Chichibabin pyridine synthesis" ;
rdfs:comment "Reaction of carbonyl compounds with ammonia or an amine to yield a pyridine." ;
rdfs:subClassOf obo:RXNO_0000520 .
obo:RXNO_0000187 a rdfs:Class ;
rdfs:label "Tishchenko reaction" ;
rdfs:comment "The formation of an ester from two aldehydes via a disproportionation process using a metal alkoxide to oxidise one aldehyde and reduce the other." ;
rdfs:subClassOf obo:RXNO_0000011 .
obo:RXNO_0000642 a rdfs:Class ;
rdfs:label "Combes quinoline synthesis" ;
rdfs:comment "Reaction of a beta-diketone with a primary arylamine to yield a quinoline. It is acid-catalysed." ;
rdfs:subClassOf obo:MOP_0000628 , obo:RXNO_0000393 .
obo:RXNO_0000352 a rdfs:Class ;
rdfs:label "heteroaryl reduction to saturated heterocycle" ;
rdfs:comment "A hydrogenation reaction where a heteroaryl is reduced to a saturated heterocycle." ;
rdfs:subClassOf obo:MOP_0000589 .
obo:MOP_0000705 a rdfs:Class ;
rdfs:label "oxidation at sulfur" ;
rdfs:comment "An oxidation process where the oxidation state of at least one sulfur atom increases." ;
rdfs:subClassOf obo:MOP_0000568 .
obo:RXNO_0000638 a rdfs:Class ;
rdfs:label "chloro Suzuki coupling" ;
rdfs:comment "A Suzuki coupling where the halide is a chloride." ;
rdfs:subClassOf obo:RXNO_0000140 , obo:RXNO_0000639 .
obo:CHEBI_16385 a rdfs:Class ;
rdfs:label "organic sulfide" ;
rdfs:comment "Compounds having the structure RSR (R =/= H). Such compounds were once called thioethers." ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000240 a rdfs:Class ;
rdfs:label "Bergman cyclisation" ;
rdfs:comment "The cyclisation of an ene-diyne to give a 1,4-diradical cyclohexatriene. The diradical usually aromatises." ;
rdfs:subClassOf obo:RXNO_0000005 .
obo:RXNO_0000682 a rdfs:Class ;
rdfs:label "Kulinkovich reaction"@en ;
rdfs:comment "The formation of a substituted cyclopropanol by reaction of a carboxylic ester with a Grignard reagent (carrying a hydrogen atom in the beta-position) in the presence of a titanium(IV) alkoxide as catalyst. A modified cyclopropanol product can be generated by addition of a terminal alkene as a further reactant." ;
rdfs:subClassOf obo:RXNO_0000005 .
obo:MOP_0002479 a rdfs:Class ;
rdfs:label "N-acylation" ;
rdfs:comment "Formation of a covalent bond between a nitrogen atom in a substrate and an acyl group." ;
rdfs:subClassOf obo:MOP_0000479 .
obo:RXNO_0000245 a rdfs:Class ;
rdfs:label "ring-closing metathesis" ;
rdfs:comment "A joining reaction in which two carbon-carbon double bonds in the same molecule are redistributed to give a cycloalkene. It is typically catalysed by a metal carbenoid, and proceeds via two four-membered intermediates (metallacyclobutanes). The reaction is driven by release of a low-MW alkene." ;
rdfs:subClassOf obo:RXNO_0000005 .
obo:RXNO_0000541 a rdfs:Class ;
rdfs:label "palladium-catalysed Kumada coupling" ;
rdfs:comment "A cross-coupling reaction between a Grignard reagent and an activated (aryl or vinyl) halide or triflate. The reaction is catalysed by a palladium catalyst." ;
rdfs:subClassOf obo:RXNO_0000144 , obo:RXNO_0000316 .
obo:RXNO_0000365 a rdfs:Class ;
rdfs:label "carboxylic acid to acid chloride conversion" ;
rdfs:comment "A functional group modification where a carboxylic acid is converted to an acid chloride." ;
rdfs:subClassOf obo:RXNO_0000011 .
obo:CHEBI_33839 a rdfs:Class ;
rdfs:label "macromolecule" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000509 a rdfs:Class ;
rdfs:label "Cadogan indole synthesis" ;
rdfs:comment "A Cadogan cyclization that results in an indole." ;
rdfs:subClassOf obo:RXNO_0000395 , obo:RXNO_0000508 .
obo:RXNO_0000354 a rdfs:Class ;
rdfs:label "benzylic oxidation" ;
rdfs:comment "An oxidation reaction where a carbon centre bonded to the benzene ring is oxidized to a carboxyl group." ;
rdfs:subClassOf obo:MOP_0000568 .
obo:CHEBI_73477 a rdfs:Class ;
rdfs:label "terminal acetylenic compound" ;
rdfs:subClassOf obo:CHEBI_73474 .
obo:RXNO_0000262 a rdfs:Class ;
rdfs:label "[1,2]-aza-Wittig rearrangement" ;
rdfs:comment "A base-mediated 1,2-sigmatropic rearrangement of a tertiary amine to give a secondary amine." ;
rdfs:subClassOf obo:RXNO_0000259 .
obo:RXNO_0000391 a rdfs:Class ;
rdfs:label "Knorr pyrazole synthesis" ;
rdfs:comment "Synthesis of a pyrazole by condensation of a 1,3-dicarbonyl compound with a hydrazine, hydrazide, semicarbazide or aminoguanidine." ;
rdfs:subClassOf obo:MOP_0000628 , obo:RXNO_0000392 .
obo:CHEBI_35352 a rdfs:Class ;
rdfs:label "organonitrogen compound" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000490 a rdfs:Class ;
rdfs:label "functional oxidation objective" ;
rdfs:comment "A functional group modification objective that is satisfied by a reaction in which a functional group is oxidised." ;
rdfs:subClassOf obo:RXNO_0000453 .
obo:RXNO_0000331 a rdfs:Class ;
rdfs:label "substitution step" ;
rdfs:comment "A functional modification step in which one singly-bonded substituent, but not a hydrogen, is replaced by another singly-bonded substituent." ;
rdfs:subClassOf obo:RXNO_0000010 .
obo:MOP_0000582 a rdfs:Class ;
rdfs:label "alkene oxidation to 1,2-diol" ;
rdfs:comment "An alkene oxidation where the product is the corresponding 1,2-diol." ;
rdfs:subClassOf obo:MOP_0000581 .
obo:RXNO_0000624 a rdfs:Class ;
rdfs:label "Heck-type reaction" ;
rdfs:comment "A carbon-carbon coupling reaction where an organohalide or triflate couples to a terminal olefin to produce an internal olefin." ;
rdfs:subClassOf obo:RXNO_0000002 .
obo:CHEBI_33635 a rdfs:Class ;
rdfs:label "polycyclic compound" ;
rdfs:subClassOf obo:CHEBI_33595 .
obo:RXNO_0000687 a rdfs:Class ;
rdfs:label "Shi epoxidation"@en ;
rdfs:comment "Organocatalytic enantioselective epoxidation of trans- and tri-substituted olefins using a fructose derived chiral ketone catalyst and potassium peroxomonosulfate or H2O2 as an oxidant." ;
rdfs:subClassOf obo:MOP_0000671 , obo:RXNO_0000005 .
obo:RXNO_0000176 a rdfs:Class ;
rdfs:label "Beckmann fragmentation" ;
rdfs:comment "The cleavage of an oxime to the corresponding nitrile and an alkyl halide. This reaction is related to the Beckmann rearrangement, and occurs when the R group that is anti to the oxime hydroxyl is quaternary." ;
rdfs:subClassOf obo:RXNO_0000073 .
obo:RXNO_0000450 a rdfs:Class ;
rdfs:label "molecular ring contraction objective" ;
rdfs:comment "A molecular skeleton transformation objective that is satisfied by a reaction where an existing ring is reduced in size." ;
rdfs:subClassOf obo:RXNO_0000437 .
obo:RXNO_0000104 a rdfs:Class ;
rdfs:label "Ing-Manske procedure" ;
rdfs:comment "The reaction of primary alkyl halides with sodium or potassium phthalimide, followed by treatment with hydrazine, to give the corresponding primary amine." ;
rdfs:subClassOf obo:RXNO_0000331 .
obo:MOP_0000738 a rdfs:Class ;
rdfs:label "electron pair donation in Lewis adduct formation" ;
rdfs:subClassOf obo:MOP_0000543 .
obo:RXNO_0000039 a rdfs:Class ;
rdfs:label "carbon-carbon homocoupling reaction" ;
rdfs:comment "A joining reaction where a carbon-carbon bond is formed between like moieties." ;
rdfs:subClassOf obo:RXNO_0000002 .
obo:RXNO_0000676 a rdfs:Class ;
rdfs:label "Kabachnik-Fields reaction"@en ;
rdfs:comment "A three-component condensation reaction in which primary or secondary amines react with a carbonyl compound (aldehyde or ketone) and a dialkyl phosphonate (also called dialkyl phosphite) to form an alpha-aminophosphonate." ;
rdfs:subClassOf obo:MOP_0000628 , obo:RXNO_0000000 .
obo:RXNO_0000223 a rdfs:Class ;
rdfs:label "Menshutkin reaction" ;
rdfs:comment "The alkylation of a tertiary amine with an alkyl halide to the corresponding ammonium salt." ;
rdfs:subClassOf obo:MOP_0002369 , obo:RXNO_0000012 .
obo:CHEBI_139588 a rdfs:Class ;
rdfs:label "alpha-hydroxy ketone" ;
rdfs:comment "An alpha-oxyketone that has a hydroxy group as the alpha-oxy moiety." ;
rdfs:subClassOf obo:CHEBI_52395 .
obo:CHEBI_60983 a rdfs:Class ;
rdfs:label "alkylphosphonate" ;
rdfs:comment "An organic phosphonate containing a C-PO(OH)2 or C-PO(OR)2 group (where R = alkyl group)." ;
rdfs:subClassOf obo:CHEBI_37592 .
obo:RXNO_0000082 a rdfs:Class ;
rdfs:label "Goldberg reaction" ;
rdfs:comment "A coupling reaction in which an acetanilide is coupled to an aryl halide to give an N-acetyl diaryl amine in the presence of a copper compound." ;
rdfs:subClassOf obo:RXNO_0000332 .
obo:MOP_0000364 a rdfs:Class ;
rdfs:label "methylation" ;
rdfs:subClassOf obo:MOP_0000369 .
obo:RXNO_0000374 a rdfs:Class ;
rdfs:label "Chan-Lam coupling" ;
rdfs:comment "Arylation of an amine or an alcohol with an arylboronic acid, stannane or siloxane in air with a copper acetate catalyst." ;
rdfs:subClassOf obo:MOP_0000411 , obo:RXNO_0000012 .
obo:RXNO_0000160 a rdfs:Class ;
rdfs:label "Fmoc protection" ;
rdfs:comment "The protection of an amine (often a peptide) as its 9H-fluoren-9-ylmethoxycarbonyl derivative." ;
rdfs:subClassOf obo:RXNO_0000321 .
obo:RXNO_0000234 a rdfs:Class ;
rdfs:label "aza-Achmatowicz rearrangement" ;
rdfs:comment "A rearrangement of a furfuryl amine derivative to a tetrahydropyridinone." ;
rdfs:subClassOf obo:RXNO_0000202 .
obo:RXNO_0000197 a rdfs:Class ;
rdfs:label "aza-Cope rearrangement" ;
rdfs:comment "A [3,3]-sigmatropic rearrangement where an aza-1,5-hexadiene rearranges to form an aza-1,5-hexadiene." ;
rdfs:subClassOf obo:MOP_0000721 , obo:RXNO_0000025 .
obo:RXNO_0000385 a rdfs:Class ;
rdfs:label "Favorskii rearrangement" ;
rdfs:comment "Base-catalysed rearrangement of an alpha-haloketone to a carboxylic acid or ester or amide." ;
rdfs:subClassOf obo:RXNO_0000025 .
obo:RXNO_0000003 a rdfs:Class ;
rdfs:label "Perkin reaction" ;
rdfs:comment "An aldol condensation where an aryl aldehyde reacts with an acid anhydride to form a cinnamic acid." ;
rdfs:subClassOf obo:RXNO_0000017 .
obo:RXNO_0000664 a rdfs:Class ;
rdfs:label "Baeyer pyridine synthesis"@en ;
rdfs:comment "The conversion of pyran or pyrone (pyranone) derivatives to the corresponding pyridine derivative." ;
rdfs:subClassOf obo:RXNO_0000011 .
obo:MOP_0000562 a rdfs:Class ;
rdfs:label "cycloaddition" ;
rdfs:comment "A molecular process where two or more unsaturated molecules or parts of the same molecule combine to form a cyclic adduct in which there is a net reduction of bond multiplicity." ;
rdfs:subClassOf obo:MOP_0000561 .
obo:RXNO_0000216 a rdfs:Class ;
rdfs:label "imine Sakurai reaction" ;
rdfs:comment "A carbon-carbon coupling reaction in which an imine reacts with allyltrimethylsilane to form a homoallylic amine." ;
rdfs:subClassOf obo:RXNO_0000443 .
obo:RXNO_0000488 a rdfs:Class ;
rdfs:label "joining with rearrangement objective" ;
rdfs:comment "A molecular skeleton joining objective that is satisfied by a reaction in which one or more atoms are added to the molecular skeleton and a skeletal rearrangement occurs." ;
rdfs:subClassOf obo:RXNO_0000440 .
obo:RXNO_0000649 a rdfs:Class ;
rdfs:label "Lemieux-Johnson oxidation" ;
rdfs:comment "A cleaving reaction where an olefin is dihydroxylated with osmium tetroxide and undergoes a Malaprade reaction to yield two aldehydes, two ketones, or an aldehyde and a ketone." ;
rdfs:subClassOf obo:RXNO_0000073 , obo:RXNO_0000344 .
obo:RXNO_0000194 a rdfs:Class ;
rdfs:label "Stevens rearrangement" ;
rdfs:comment "The 1,2-rearrangement of an alpha-methylene ammonium salt or alpha-methylene sulfonium salt to an amine or sulfide in the presence of strong base." ;
rdfs:subClassOf obo:RXNO_0000025 .
obo:CHEBI_17997 a rdfs:Class ;
rdfs:label "dinitrogen" ;
rdfs:comment "An elemental molecule consisting of two trivalently-bonded nitrogen atoms." ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:CHEBI_35701 a rdfs:Class ;
rdfs:label "ester" ;
rdfs:comment "A compound formally derived from an oxoacid RkE(=O)l(OH)m (l > 0) and an alcohol, phenol, heteroarenol, or enol by linking with formal loss of water from an acidic hydroxy group of the former and a hydroxy group of the latter." ;
rdfs:subClassOf obo:CHEBI_36963 .
obo:RXNO_0000064 a rdfs:Class ;
rdfs:label "Fischer indole synthesis" ;
rdfs:comment "Reaction of an aldehyde or ketone with a phenylhydrazine to give an indole." ;
rdfs:subClassOf obo:RXNO_0000395 .
obo:RXNO_0000279 a rdfs:Class ;
rdfs:label "1,4-hydrovinylation" ;
rdfs:comment "The reaction of a 1,3-diene with an alkene to give a 1,4-diene, usually employing a cobalt-based catalyst (see Hilt and Luers, Synthesis, 2002, 609)." ;
rdfs:subClassOf obo:RXNO_0000278 .
obo:RXNO_0000357 a rdfs:Class ;
rdfs:label "N-acylation to amide" ;
rdfs:comment "An acylation reaction where a nitrogen atom is acylated to form an amide." ;
rdfs:subClassOf obo:MOP_0002479 .
obo:RXNO_0000167 a rdfs:Class ;
rdfs:label "Fischer-Speier esterification" ;
rdfs:comment "The esterification of a carboxylic acid with an alcohol. Various Lewis acids or Bronsted acids may be used as catalyst." ;
rdfs:subClassOf obo:RXNO_0000331 .
obo:RXNO_0000408 a rdfs:Class ;
rdfs:label "Appel chlorination" ;
rdfs:comment "Conversion of an alcohol to an alkyl chloride with triphenylphosphine and tetrachloromethane." ;
rdfs:subClassOf obo:RXNO_0000406 .
obo:RXNO_0000074 a rdfs:Class ;
rdfs:label "Wurtz reaction" ;
rdfs:comment "A carbon-carbon homocoupling reaction of two molecules of an alkyl halide with sodium to give a symmetrical product." ;
rdfs:subClassOf obo:RXNO_0000039 .
obo:RXNO_0000122 a rdfs:Class ;
rdfs:label "Baker-Venkataraman rearrangement" ;
rdfs:comment "The base-catalysed rearrangement of an o-acetoxyacetophenone to give a hydroxyphenyl-1,3-diketone." ;
rdfs:subClassOf obo:RXNO_0000025 .
obo:CHEBI_33822 a rdfs:Class ;
rdfs:label "organic hydroxy compound" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:CHEBI_15379 a rdfs:Class ;
rdfs:label "dioxygen" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000609 a rdfs:Class ;
rdfs:label "Sandmeyer fluorination" ;
rdfs:comment "An aromatic substitution reaction where an aryl diazonium salt reacts with a copper(I) fluoride to form an aromatic fluoride." ;
rdfs:subClassOf obo:RXNO_0000333 .
obo:RXNO_0000137 a rdfs:Class ;
rdfs:label "Sonogashira coupling" ;
rdfs:comment "A carbon-carbon coupling reaction where a terminal alkyne reacts with an aryl halide to give an aryl alkyne. It is catalysed by palladium." ;
rdfs:subClassOf obo:RXNO_0000000 , obo:RXNO_0000316 .
obo:RXNO_0000438 a rdfs:Class ;
rdfs:label "molecular skeleton cleaving objective" ;
rdfs:comment "A molecular transformation specification that specifies that atoms should be lost from the molecular skeleton." ;
rdfs:subClassOf obo:RXNO_0000437 .
obo:RXNO_0000291 a rdfs:Class ;
rdfs:label "hydroamination" ;
rdfs:comment "The addition of the N-H bond of an amine across a double bond of an alkene or alkyne, to give a more substituted amine." ;
rdfs:subClassOf obo:RXNO_0000041 .
obo:RXNO_0000059 a rdfs:Class ;
rdfs:label "Pictet-Spengler reaction" ;
rdfs:comment "A condensation-cyclisation of a beta-phenethylamine with an aldehyde to give a tetrahydroisoquinoline." ;
rdfs:subClassOf obo:MOP_0000627 , obo:RXNO_0000052 .
obo:RXNO_0000085 a rdfs:Class ;
rdfs:label "acyloin condensation" ;
rdfs:comment "A reductive coupling reaction between two esters to give an acyloin (an alpha-hydroxyketone)." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:RXNO_0000419 a rdfs:Class ;
rdfs:label "phthalimide deprotection" ;
rdfs:comment "Conversion of a phthalimide into the corresponding primary amine." ;
rdfs:subClassOf obo:RXNO_0000320 .
obo:CHEBI_24433 a rdfs:Class ;
rdfs:label "group" ;
rdfs:subClassOf obo:CHEBI_24431 .
obo:RXNO_0000477 a rdfs:Class ;
rdfs:label "Rupe rearrangement" ;
rdfs:comment "Rearrangement of a propargyl alcohol to an alpha,beta-unsaturated carbonyl compound via an enyne intermediate to yield the beta-substituted product." ;
rdfs:subClassOf obo:RXNO_0000025 .
obo:RXNO_0000465 a rdfs:Class ;
rdfs:label "fused-ring-system formation objective" ;
rdfs:comment "A molecular transformation objective that is satisfied by a reaction in which a fused ring system is present in a product that was not present in any of the reactants." ;
rdfs:subClassOf obo:RXNO_0000439 .
obo:RXNO_0000515 a rdfs:Class ;
rdfs:label "Bergmann azlactone peptide synthesis" ;
rdfs:comment "Reaction of an acetylated amino acid with an aldehyde then with a second amino acid, then hydrogenation and hydrolysis to form a dipeptide. It proceeds via an azlactone intermediate." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:RXNO_0000025 a rdfs:Class ;
rdfs:label "rearrangement step" ;
rdfs:comment "A reaction which preserves the number of rings and number of skeletal atoms and in which the molecule rearranges so that one or more atoms or groups of atoms move from one atom to another." ;
rdfs:subClassOf obo:RXNO_0000001 .
obo:RXNO_0000143 a rdfs:Class ;
rdfs:label "Sharpless asymmetric aminohydroxylation" ;
rdfs:comment "The aminohydroxylation of an alkene to give a beta-amino alcohol, with control of absolute stereochemistry at the two new stereocentres. The oxidising agent is an oxygen-containing osmium species and/or an amino derivative which can be used catalytically with a stoichiometric oxidant and a chiral ligand." ;
rdfs:subClassOf obo:RXNO_0000041 .
obo:RXNO_0000398 a rdfs:Class ;
rdfs:label "benzimidazole synthesis" ;
rdfs:comment "A reaction in which the intended product is a benzimidazole that was not present in any of the reactants." ;
rdfs:subClassOf obo:RXNO_0000052 .
obo:CHEBI_47986 a rdfs:Class ;
rdfs:label "silyl enol ether" ;
rdfs:comment "Enol ethers ROR' where R' has the structure SiR''R'''R''''." ;
rdfs:subClassOf obo:CHEBI_47985 .
obo:MOP_0000575 a rdfs:Class ;
rdfs:label "amine oxidation" ;
rdfs:comment "An oxidation process where an amine is transformed into an imine." ;
rdfs:subClassOf obo:MOP_0000706 .
obo:RXNO_0000090 a rdfs:Class ;
rdfs:label "Williamson ether synthesis" ;
rdfs:comment "The reaction between an alkyl halide or alkyl sulfate and a metal alkoxide to give an ether." ;
rdfs:subClassOf obo:RXNO_0000331 .
obo:MOP_0000565 a rdfs:Class ;
rdfs:label "[4+2] cycloaddition" ;
rdfs:comment "A cycloaddition in which one participant contributes four electrons and the other participant contributes two electrons to the transformation of reactants to products." ;
rdfs:subClassOf obo:MOP_0000562 .
obo:RXNO_0000020 a rdfs:Class .
obo:RXNO_0000530 a rdfs:Class ;
rdfs:label "Bohn-Schmidt reaction" ;
rdfs:comment "Reaction of a hydroxylated anthraquinone with fuming sulfuric acid or sulfuric acid in boric acid in the presence of a mercury or selenium catalyst to form a more hydroxylated anthraquinone." ;
rdfs:subClassOf obo:RXNO_0000373 .
obo:RXNO_0000048 a rdfs:Class ;
rdfs:label "Prins reaction" ;
rdfs:comment "A carbon-carbon coupling between formaldehyde and an alkene to give a 1,3-diol or an allylic alcohol, catalysed by acid." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:RXNO_0000310 a rdfs:Class ;
rdfs:label "oxa-Diels-Alder reaction" ;
rdfs:comment "A Diels-Alder reaction between a diene and an aldehyde or ketone to give a six-membered oxygen-containing ring compound." ;
rdfs:subClassOf obo:RXNO_0000313 .
obo:CHEBI_33597 a rdfs:Class ;
rdfs:label "homocyclic compound" ;
rdfs:comment "A cyclic compound having as ring members atoms of the same element only." ;
rdfs:subClassOf obo:CHEBI_33595 .
obo:RXNO_0000454 a rdfs:Class ;
rdfs:label "end-of-chain chain shortening objective" ;
rdfs:comment "A molecular skeleton transformation objective that is satisfied by a reaction in which a single skeletal atom is removed from the end of a chain." ;
rdfs:subClassOf obo:RXNO_0000438 .
obo:CHEBI_35636 a rdfs:Class ;
rdfs:label "carboximides" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000014 a rdfs:Class ;
rdfs:label "Grignard reaction" ;
rdfs:comment "A carbon-carbon coupling reaction where a Grignard reagent reacts with a compound containing an electrophilic carbon atom. A Grignard reagent is a magnesium-stabilised carbon nucleophile. An aldehyde leads to a secondary alcohol, a ketone leads to a tertiary alcohol, an ester leads to a ketone and a nitrile leads to a ketone." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:CHEBI_51494 a rdfs:Class ;
rdfs:label "organozinc compound" ;
rdfs:comment "A compound containing at least one carbon-zinc bond." ;
rdfs:subClassOf obo:CHEBI_25707 .
obo:RXNO_0000100 a rdfs:Class ;
rdfs:label "Cadiot-Chodkiewicz coupling" ;
rdfs:comment "A coupling reaction between a terminal alkyne and an alkynyl halide catalysed by Cu(I) salts." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:RXNO_0000507 a rdfs:Class ;
rdfs:label "Krapcho decarboxylation" ;
rdfs:comment "Reaction of an ester with an electron-withdrawing group alpha- to the ester functionality with a metal halide or pseudohalide to yield the shorter homologous system." ;
rdfs:subClassOf obo:MOP_0001713 , obo:RXNO_0000105 .
obo:RXNO_0000227 a rdfs:Class ;
rdfs:label "Wolff-Kishner reduction, Huang-Minlon modification" ;
rdfs:comment "The reduction of an aldehyde or ketone to the corresponding methylene compound, using hydrazine hydrate and a base in refluxing ethylene glycol." ;
rdfs:subClassOf obo:RXNO_0000226 .
obo:RXNO_0000368 a rdfs:Class ;
rdfs:label "Crabbé homologation" ;
rdfs:comment "Oxidation of an alkene to an allene by heating with formaldehyde, an amine and an inorganic salt." ;
rdfs:subClassOf obo:MOP_0000581 , obo:RXNO_0000070 .
obo:RXNO_0000156 a rdfs:Class ;
rdfs:label "Lossen rearrangement" ;
rdfs:comment "The derivatisation (for example with tosyl chloride) and subsequent rearrangement of a hydroxamic acid to give an isocyanate." ;
rdfs:subClassOf obo:RXNO_0000025 .
obo:RXNO_0000589 a rdfs:Class ;
rdfs:label "triflyloxy Suzuki-type coupling" ;
rdfs:comment "A Suzuki-type coupling where the rule of the halide is played by a triflyloxy group." ;
rdfs:subClassOf obo:RXNO_0000592 .
obo:RXNO_0000653 a rdfs:Class ;
rdfs:label "Fenton hydrogen peroxide reduction" ;
rdfs:comment "The reaction of the components of Fenton's reagent, viz. reduction of hydrogen peroxide by Fe(II) , producing an hydroxyl radical." ;
rdfs:subClassOf obo:RXNO_0000012 , obo:RXNO_0000266 .
obo:CHEBI_49553 a rdfs:Class ;
rdfs:label "copper(II) chloride" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000599 a rdfs:Class ;
rdfs:label "Johnson-Corey-Chaykovsky epoxide synthesis" ;
rdfs:comment "Reaction of a sulfur ylide with a ketone to produce an epoxide." ;
rdfs:subClassOf obo:RXNO_0000346 , obo:RXNO_0000598 .
obo:RXNO_0000548 a rdfs:Class ;
rdfs:label "Sarett primary alcohol oxidation" ;
rdfs:comment "Oxidation of a primary alcohol with a pyridine-chromium trioxide complex to yield an aldehyde." ;
rdfs:subClassOf obo:MOP_0000573 , obo:RXNO_0000547 .
obo:RXNO_0000613 a rdfs:Class ;
rdfs:label "imidazole synthesis" ;
rdfs:comment "A planned reaction in which one of the products contains an imidazole system that was not in any of the reactants." ;
rdfs:subClassOf obo:RXNO_0000347 .
obo:MOP_0000587 a rdfs:Class ;
rdfs:label "secondary terminal alkene oxidation to ketone and carbon dioxide" ;
rdfs:comment "An alkene oxidation process where the reactant is a secondary terminal alkene and the products are carbon dioxide and the corresponding ketone. This can be achieved by warm, acidic potassium permanganate solution." ;
rdfs:subClassOf obo:RXNO_0000344 .
obo:RXNO_0000028 a rdfs:Class ;
rdfs:label "Cope rearrangement" ;
rdfs:comment "A [3,3]-sigmatropic rearrangement where a 1,5-hexadiene rearranges to form a 1,5-hexadiene." ;
rdfs:subClassOf obo:MOP_0000721 , obo:RXNO_0000025 .
obo:CHEBI_33308 a rdfs:Class ;
rdfs:label "carboxylic ester" ;
rdfs:subClassOf obo:CHEBI_36587 .
obo:RXNO_0000148 a rdfs:Class ;
rdfs:label "Claisen rearrangement" ;
rdfs:comment "The [3,3]-sigmatropic rearrangement of an allyl vinyl ether to give a gamma,delta-unsaturated carbonyl compound." ;
rdfs:subClassOf obo:MOP_0000721 , obo:RXNO_0000025 .
obo:RXNO_0000053 a rdfs:Class ;
rdfs:label "Bischler-Napieralski reaction" ;
rdfs:comment "A cyclodehydration of a beta-phenethylamide to give a 3,4-dihydroisoquinoline." ;
rdfs:subClassOf obo:RXNO_0000052 .
obo:CHEBI_26410 a rdfs:Class ;
rdfs:label "pyrazoles" ;
rdfs:subClassOf obo:CHEBI_38101 .
obo:RXNO_0000400 a rdfs:Class ;
rdfs:label "pyrimidine synthesis" ;
rdfs:comment "A reaction in which the intended product is a pyrimidine that was not present in any of the reactants." ;
rdfs:subClassOf obo:RXNO_0000347 .
obo:RXNO_0000508 a rdfs:Class ;
rdfs:label "Cadogan cyclization" ;
rdfs:comment "Reaction of an aromatic nitro compound with an unsaturated substituent at the alpha-position to form a fused-ring nitrogen heterocycle." ;
rdfs:subClassOf obo:RXNO_0000052 .
obo:RXNO_0000037 a rdfs:Class ;
rdfs:label "functional group reduction" ;
rdfs:comment "A functional group modification reaction where a functional group is reduced." ;
rdfs:subClassOf obo:RXNO_0000011 .
obo:RXNO_0000440 a rdfs:Class ;
rdfs:label "molecular skeleton joining objective" ;
rdfs:comment "A molecular transformation specification that specifies that atoms should be added to the molecular skeleton." ;
rdfs:subClassOf obo:RXNO_0000437 .
obo:RXNO_0000537 a rdfs:Class ;
rdfs:label "Quelet reaction" ;
rdfs:comment "Reaction of an aliphatic aldehyde with a phenolic ether and hydrochloric acid to yield an alpha-chloroalkylphenolic ether." ;
rdfs:subClassOf obo:RXNO_0000373 .
obo:RXNO_0000111 a rdfs:Class ;
rdfs:label "Grob fragmentation" ;
rdfs:comment "The fragmentation of a molecule that takes place when an electron-donating fragment (X) and an electron-accepting fragment (X') are situated at positions 1 and 3 on an aliphatic chain, to give a cationic fragment, a neutral fragment (e.g. an alkene) and an anionic fragment." ;
rdfs:subClassOf obo:RXNO_0000110 .
obo:RXNO_0000321 a rdfs:Class ;
rdfs:label "amino group protection" ;
rdfs:comment "A protection reaction where the reactive centre is an amino nitrogen atom." ;
rdfs:subClassOf obo:RXNO_0000078 .
obo:CHEBI_38976 a rdfs:Class ;
rdfs:label "alkylbenzene" ;
rdfs:comment "A monocyclic arene that is benzene substituted with one or more alkyl groups." ;
rdfs:subClassOf obo:CHEBI_22712 , obo:CHEBI_33847 .
obo:RXNO_0000578 a rdfs:Class ;
rdfs:label "Gewald reaction" ;
rdfs:comment "Reaction of an aldehyde or ketone with an alpha-cyanoester to form a 2-aminothiophene." ;
rdfs:subClassOf obo:RXNO_0000348 .
obo:CHEBI_31697 a rdfs:Class ;
rdfs:label "indolin-2-one" ;
rdfs:comment "An indolinone carrying an oxo group at position 2." ;
rdfs:subClassOf obo:CHEBI_24828 .
obo:RXNO_0000573 a rdfs:Class ;
rdfs:label "obsolete: chlorolactonization/chloro Heck reaction" ;
rdfs:comment "This term has been obsoleted because the ID was inadvertently reused for two classes. See RXNO:0000640 for chlorolactonization and RXNO:0000626 for the chloro Heck reaction." .
obo:RXNO_0000367 a rdfs:Class ;
rdfs:label "carbonyl compound to imine conversion" ;
rdfs:comment "A functional group modification where a carbonyl compound is converted to an imine." ;
rdfs:subClassOf obo:RXNO_0000011 .
obo:RXNO_0000484 a rdfs:Class ;
rdfs:label "deprotection objective" ;
rdfs:comment "A functional modification objective that is satisfied by deprotecting some functional group." ;
rdfs:subClassOf obo:RXNO_0000442 .
obo:RXNO_0000147 a rdfs:Class ;
rdfs:label "Emde degradation" ;
rdfs:comment "A reduction of a quaternary ammonium salt containing at least one unsaturated substituent, to give a tertiary amine." ;
rdfs:subClassOf obo:RXNO_0000073 .
obo:RXNO_0000626 a rdfs:Class ;
rdfs:label "chloro Heck reaction" ;
rdfs:comment "A Heck reaction where an organochloride couples to a terminal olefin to produce an internal olefin, catalysed by palladium." ;
rdfs:subClassOf obo:RXNO_0000024 , obo:RXNO_0000630 .
obo:RXNO_0000182 a rdfs:Class ;
rdfs:label "Kolbe-Schmitt reaction" ;
rdfs:comment "The (predominantly ortho) carboxylation of a phenoxide." ;
rdfs:subClassOf obo:MOP_0000713 , obo:RXNO_0000002 .
obo:RXNO_0000559 a rdfs:Class ;
rdfs:label "obsolete: chloro Heck reaction/Fukuyama coupling" ;
rdfs:comment "This term has been obsoleted because the ID was inadvertently reused for two classes. See RXNO:0000626 for the chloro Heck reaction and RXNO:0000605 for Fukuyama coupling." .
obo:RXNO_0000237 a rdfs:Class ;
rdfs:label "Blaise reaction" ;
rdfs:comment "The coupling of an alpha-bromo ester with a nitrile to give a beta-ketoester, in the presence of zinc." ;
rdfs:subClassOf obo:RXNO_0000002 .
obo:RXNO_0000405 a rdfs:Class ;
rdfs:label "Prilezhaev epoxidation" ;
rdfs:comment "Epoxidation of an alkene by reaction with a peroxy acid." ;
rdfs:subClassOf obo:MOP_0000671 , obo:RXNO_0000346 .
obo:RXNO_0000654 a rdfs:Class ;
rdfs:label "Mukaiyama hydration"@en ;
rdfs:comment "The Mukaiyama hydration is an organic reaction involving formal addition of an equivalent of water across an alkene by the action of catalytic bis(acetylacetonato)cobalt(II) complex, phenylsilane and atmospheric oxygen."@en ;
rdfs:subClassOf obo:MOP_0000642 .
obo:RXNO_0000248 a rdfs:Class ;
rdfs:label "Carroll rearrangement" ;
rdfs:comment "An adaptation of the Claisen rearrangement that transforms a beta-keto allyl ester into a gamma,delta-allyl ketone. It uses base and high temperature or milder conditions with a ruthenium or palladium complex as catalyst." ;
rdfs:subClassOf obo:RXNO_0000025 .
obo:CHEBI_51839 a rdfs:Class ;
rdfs:label "alpha-haloketone" ;
rdfs:comment "A haloketone in which the halogen and oxo substituents are on adjacent carbon atoms." ;
rdfs:subClassOf obo:CHEBI_17087 , obo:CHEBI_17792 .
obo:RXNO_0000473 a rdfs:Class ;
rdfs:label "Arens-van Dorp synthesis" ;
rdfs:comment "Reaction of a ketone with ethoxyacetylene to form an alkoxyethynyl alcohol." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:CHEBI_26708 a rdfs:Class ;
rdfs:label "sodium atom" ;
rdfs:subClassOf obo:CHEBI_33521 .
obo:RXNO_0000089 a rdfs:Class ;
rdfs:label "Meerwein-Ponndorf-Verley reduction" ;
rdfs:comment "A reduction of an aldehyde or ketone to an alcohol involving an equilibrium between the aldehyde or ketone and a reagent alcohol present in excess, catalysed by a metal alkoxide. This reaction is the reverse of the Oppenauer oxidation (RXNO:0000047)." ;
rdfs:subClassOf obo:RXNO_0000037 .
obo:CHEBI_39142 a rdfs:Class ;
rdfs:label "Brønsted base" ;
rdfs:subClassOf obo:BFO_0000016 .
obo:CHEBI_38106 a rdfs:Class ;
rdfs:label "organosulfur heterocyclic compound" ;
rdfs:comment "I think this is the same as a thiacycle but need to check." ;
rdfs:subClassOf obo:CHEBI_5686 .
obo:MOP_0000628 a rdfs:Class ;
rdfs:label "molecular dehydration reaction" ;
rdfs:comment "A condensation reaction where the small molecule produced is water." ;
rdfs:subClassOf obo:MOP_0000627 .
obo:RXNO_0000563 a rdfs:Class ;
rdfs:label "obsolete: chloro Heck-type reaction/Sandmeyer fluorination" ;
rdfs:comment "This term has been obsoleted because the ID was inadvertently reused for two classes. See RXNO:0000630 for the chloro Heck-type reaction and RXNO:0000609 for Sandmeyer fluorination." .
obo:RXNO_0000044 a rdfs:Class ;
rdfs:label "Knoevenagel condensation" ;
rdfs:comment "A carbon-carbon coupling reaction of an aldehyde and a methylene compound." ;
rdfs:subClassOf obo:MOP_0000722 , obo:RXNO_0000000 .
obo:RXNO_0000629 a rdfs:Class ;
rdfs:label "bromo Heck-type reaction" ;
rdfs:comment "A Heck-type reaction where an organobromide couples to a terminal olefin to produce an internal olefin." ;
rdfs:subClassOf obo:RXNO_0000624 .
obo:RXNO_0000264 a rdfs:Class ;
rdfs:label "aza-Baylis-Hillman reaction" ;
rdfs:comment "A carbon-carbon coupling of an imine to an activated alkene in the presence of a nucleophilic base to give an allylic amine." ;
rdfs:subClassOf obo:RXNO_0000076 .
obo:RXNO_0000253 a rdfs:Class ;
rdfs:label "Cadogan coupling" ;
rdfs:comment "The arylation of an arylamine mediated by isopentyl nitrite." ;
rdfs:subClassOf obo:RXNO_0000002 .
obo:MOP_0000524 a rdfs:Class .
obo:RXNO_0000669 a rdfs:Class ;
rdfs:label "Rubottom oxidation"@en ;
rdfs:comment "The Rubottom oxidation is a useful, high-yielding chemical reaction between silyl enol ethers and peroxy acids to give the corresponding α-hydroxy carbonyl product." ;
rdfs:subClassOf obo:RXNO_0000012 .
obo:RXNO_0000078 a rdfs:Class ;
rdfs:label "protection reaction" ;
rdfs:comment "A reaction in which a functional group is modified by converting it into a protecting group, in order to make subsequent reactions more selective." ;
rdfs:subClassOf obo:RXNO_0000010 .
obo:CHEBI_30096 a rdfs:Class ;
rdfs:label "diazene" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:CHEBI_47266 a rdfs:Class ;
rdfs:label "hydrogen bromide" ;
rdfs:subClassOf obo:CHEBI_18140 .
obo:RXNO_0000615 a rdfs:Class ;
rdfs:label "piperazine synthesis" ;
rdfs:comment "A planned reaction in which one of the products contains a piperazine system that was not in any of the reactants." ;
rdfs:subClassOf obo:RXNO_0000347 .
obo:MOP_0000543 a rdfs:Class ;
rdfs:label "molecular process" ;
rdfs:comment "A process in which at least one of the participants is a molecule." ;
rdfs:subClassOf obo:BFO_0000015 .
obo:RXNO_0000168 a rdfs:Class ;
rdfs:label "Weerman reaction" ;
rdfs:comment "The degradation of an alpha-hydroxy amide or an alpha,beta-unsaturated amide to the lower homologue aldehyde, especially in carbohydrate chemistry. The process proceeds via Hofmann degradation." ;
rdfs:subClassOf obo:RXNO_0000105 .
obo:CHEBI_35255 a rdfs:Class ;
rdfs:label "chloroform" ;
rdfs:subClassOf obo:CHEBI_23128 .
obo:RXNO_0000517 a rdfs:Class ;
rdfs:label "terminal amino-acid residue cleaving reaction" ;
rdfs:comment "Removal of a terminal amino acid residue from a peptide." ;
rdfs:subClassOf obo:RXNO_0000073 .
obo:MOP_0000579 a rdfs:Class ;
rdfs:label "ester reduction to primary alcohol" ;
rdfs:comment "An ester reduction where the product is the corresponding primary alcohol." ;
rdfs:subClassOf obo:MOP_0000577 .
obo:RXNO_0000495 a rdfs:Class ;
rdfs:label "Barton olefination" ;
rdfs:comment "Reaction of an aldehyde or ketone with a thioaldehyde or thioketone via a 1,3,4-thiadiazoline intermediate to yield an olefin." ;
rdfs:subClassOf obo:RXNO_0000479 .
obo:CHEBI_22929 a rdfs:Class ;
rdfs:label "bromoalkane" ;
rdfs:subClassOf obo:CHEBI_24469 .
obo:RXNO_0000255 a rdfs:Class ;
rdfs:label "Zweifel diene synthesis" ;
rdfs:comment "The carbon-carbon homocoupling reaction of a pair of alkyne molecules using a borane and iodine. The reaction proceeds via a borane intermediate." ;
rdfs:subClassOf obo:RXNO_0000039 .
obo:RXNO_0000427 a rdfs:Class ;
rdfs:label "ketone Barbier reaction" ;
rdfs:comment "A joining reaction between an ketone and an alkyl halide or aryl halide or vinyl halide or allyl halide in the presence of metal to give a tertiary alcohol." ;
rdfs:subClassOf obo:RXNO_0000084 .
obo:RXNO_0000209 a rdfs:Class ;
rdfs:label "Nazarov cyclisation" ;
rdfs:comment "The acid-catalysed cyclisation of a divinylketone to give a cyclopentenone." ;
rdfs:subClassOf obo:RXNO_0000005 .
obo:CHEBI_35681 a rdfs:Class ;
rdfs:label "secondary alcohol" ;
rdfs:subClassOf obo:CHEBI_30879 .
obo:RXNO_0000222 a rdfs:Class ;
rdfs:label "Polonovski-Potier reaction" ;
rdfs:comment "The reaction of a tertiary amine oxide with trifluoroacetic anhydride to give an N,N-disubstituted acetamide and an aldehyde." ;
rdfs:subClassOf obo:RXNO_0000221 .
obo:RXNO_0000286 a rdfs:Class ;
rdfs:label "Luche reduction" ;
rdfs:comment "The chemoselective reduction of an enone to give an allylic alcohol, using sodium borohydride and an lanthanoid chloride, typically cerium chloride." ;
rdfs:subClassOf obo:RXNO_0000037 .
obo:RXNO_0000584 a rdfs:Class ;
rdfs:label "Niementowski quinoline synthesis" ;
rdfs:comment "A quinoline synthesis where the product is a gamma-hydroxyquinoline and the reactants are a 2-aminobenzoic acid and an aldehyde or ketone." ;
rdfs:subClassOf obo:RXNO_0000393 .
obo:RXNO_0000598 a rdfs:Class ;
rdfs:label "Johnson-Corey-Chaykovsky reaction" ;
rdfs:comment "Reaction of a sulfur ylide with a double-bond to produce a three-membered ring." ;
rdfs:subClassOf obo:RXNO_0000005 .
obo:RXNO_0000008 a rdfs:Class ;
rdfs:label "conjugate addition" ;
rdfs:comment "A joining reaction where a nucleophile adds to the beta-carbon of an alpha,beta-unsaturated system (or an activated carbon-carbon bond)." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:RXNO_0000528 a rdfs:Class ;
rdfs:label "Bodroux reaction" ;
rdfs:comment "Reaction of a carboxylic ester with a magnesium iodide alkylamide to yield a carboxamide." ;
rdfs:subClassOf obo:RXNO_0000011 .
obo:RXNO_0000546 a rdfs:Class ;
rdfs:label "Sandmeyer isonitrosoacetanilide isatin synthesis" ;
rdfs:comment "Reaction of aniline, hydroxylamine and chloral hydrate to form an aniline intermediate followed by cyclization in acid and hydrolysis to yield isatin." ;
rdfs:subClassOf obo:RXNO_0000395 .
obo:CHEBI_51142 a rdfs:Class ;
rdfs:label "amino groups" ;
rdfs:subClassOf obo:CHEBI_24433 .
obo:CHEBI_32816 a rdfs:Class ;
rdfs:label "pyruvic acid" ;
rdfs:subClassOf obo:CHEBI_33575 , obo:CHEBI_33860 .
obo:RXNO_0000665 a rdfs:Class ;
rdfs:label "Corey-Kim oxidation"@en ;
rdfs:comment "Oxidation of primary and secondary alcohols via their alkoxysulfonium salts. Upon the addition of base, the salt rearranges intramolecularly to aldehydes and ketones, respectively." ;
rdfs:subClassOf obo:RXNO_0000012 .
obo:RXNO_0000275 a rdfs:Class ;
rdfs:label "Stork-Crabtree hydrogenation" ;
rdfs:comment "A hydrogenation in which a metal-ligating group distant from the reacting alkene directs the attack of hydrogen, giving preferentially one stereoisomer of the product." ;
rdfs:subClassOf obo:RXNO_0000041 .
obo:RXNO_0000033 a rdfs:Class .
obo:CHEBI_33836 a rdfs:Class ;
rdfs:label "benzenoid aromatic compound" ;
rdfs:subClassOf obo:CHEBI_33659 .
obo:RXNO_0000157 a rdfs:Class ;
rdfs:label "Nef reaction" ;
rdfs:comment "The conversion of a primary nitroalkane or secondary nitroalkane to an aldehyde or ketone, respectively." ;
rdfs:subClassOf obo:RXNO_0000011 .
obo:RXNO_0000552 a rdfs:Class ;
rdfs:label "Leuckart aldehyde reaction" ;
rdfs:comment "Reductive amination of an aldehyde with ammonium formate or formamide to form an amine." ;
rdfs:subClassOf obo:RXNO_0000101 .
obo:RXNO_0000045 a rdfs:Class ;
rdfs:label "Friedel-Crafts acylation" ;
rdfs:comment "A carbon-carbon coupling reaction between an arene and a carbonyl compound (usually an acyl halide) to give an aryl ketone. The reaction is catalysed by a Lewis acid." ;
rdfs:subClassOf obo:RXNO_0000369 .
obo:MOP_0000564 a rdfs:Class ;
rdfs:label "cycloelimination" ;
rdfs:comment "A molecular process in which a cyclic system decomposes into two or more unsaturated molecules or parts of the same molecule and there is a net increase in bond multiplicity." ;
rdfs:subClassOf obo:MOP_0000543 .
obo:MOP_0000642 a rdfs:Class ;
rdfs:label "addition reaction" ;
rdfs:comment "A reaction of two or more reacting molecular entities resulting in a single reaction product containing all atoms of all components with formation of two chemical bonds and a net reduction in bond multiplicity." ;
rdfs:subClassOf obo:MOP_0000543 .
obo:MOP_0000712 a rdfs:Class ;
rdfs:label "oxidation state" ;
rdfs:comment "A formal account of the degree of oxidation of an atom." ;
rdfs:subClassOf obo:IAO_0000030 .
obo:RXNO_0000307 a rdfs:Class ;
rdfs:label "Mori-Ban indole synthesis" ;
rdfs:comment "An intramolecular Heck reaction of an ortho-halo-aniline with an alkene, catalysed by palladium." ;
rdfs:subClassOf obo:RXNO_0000395 .
obo:CHEBI_33847 a rdfs:Class ;
rdfs:label "monocyclic arene" ;
rdfs:comment "A monocyclic aromatic hydrocarbon." ;
rdfs:subClassOf obo:CHEBI_33658 .
obo:RXNO_0000539 a rdfs:Class ;
rdfs:label "Cope elimination" ;
rdfs:comment "Elimination of a hydroxylamine from an amine oxide by pyrolysis to yield an olefin." ;
rdfs:subClassOf obo:RXNO_0000123 .
obo:MOP_0003479 a rdfs:Class ;
rdfs:label "O-acylation" ;
rdfs:comment "Formation of a covalent bond between an oxygen atom in a substrate and an acyl group." ;
rdfs:subClassOf obo:MOP_0000479 .
obo:RXNO_0000457 a rdfs:Class ;
rdfs:label "molecular ring expansion objective" ;
rdfs:comment "A molecular transformation objective that is satisfied by a reaction in which an existing skeletal ring is increased in size." ;
rdfs:subClassOf obo:RXNO_0000437 .
obo:RXNO_0000480 a rdfs:Class ;
rdfs:label "Tebbe olefination" ;
rdfs:comment "Reaction of an aldehyde or ketone or carboxylic ester or amide with the Tebbe reagent to yield an olefin or an enol ether or an enamine." ;
rdfs:subClassOf obo:RXNO_0000479 .
obo:RXNO_0000422 a rdfs:Class ;
rdfs:label "Gattermann bromination" ;
rdfs:comment "A Gattermann halogenation where the aryl diazonium salt reacts with copper powder and hydrobromic acid to yield an aromatic bromide." ;
rdfs:subClassOf obo:RXNO_0000022 .
obo:RXNO_0000356 a rdfs:Class ;
rdfs:label "Jones oxidation" ;
rdfs:comment "An oxidation reaction where an alcohol is oxidized to the corresponding carbonyl compound by a dichromate ion." ;
rdfs:subClassOf obo:MOP_0000572 , obo:RXNO_0000012 .
obo:RXNO_0000650 a rdfs:Class ;
rdfs:label "Malaprade reaction" ;
rdfs:comment "A cleaving reaction of a 1,2-diol using periodic acid to give the corresponding carbonyl compounds." ;
rdfs:subClassOf obo:RXNO_0000073 , obo:RXNO_0000344 .
obo:RXNO_0000299 a rdfs:Class ;
rdfs:label "Vorbrueggen condensation" ;
rdfs:comment "The substitution of an acylated sugar with a silylated base to give a nucleoside." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:CHEBI_33659 a rdfs:Class ;
rdfs:label "organic aromatic compound" ;
rdfs:subClassOf obo:CHEBI_33655 .
obo:RXNO_0000592 a rdfs:Class ;
rdfs:label "Suzuki-type coupling" ;
rdfs:comment "The coupling of a boronic acid or boronic ester with an unsaturated halide, triflate or sulfonate." ;
rdfs:subClassOf obo:RXNO_0000002 .
obo:RXNO_0000610 a rdfs:Class ;
rdfs:label "Sandmeyer chlorination" ;
rdfs:comment "An aromatic substitution reaction where an aryl diazonium salt reacts with a copper(I) chloride to form an aromatic chloride." ;
rdfs:subClassOf obo:RXNO_0000333 .
obo:MOP_0000573 a rdfs:Class ;
rdfs:label "primary alcohol oxidation to aldehyde" ;
rdfs:comment "An oxidation process where a primary alcohol is transformed into an aldehyde." ;
rdfs:subClassOf obo:MOP_0000572 .
obo:RXNO_0000019 a rdfs:Class .
obo:RXNO_0000171 a rdfs:Class ;
rdfs:label "Schmidt rearrangement, ketone" ;
rdfs:comment "The reaction of a ketone with hydrazoic acid with the insertion of an NH group between the carbonyl carbon and one of the R groups to form an amide." ;
rdfs:subClassOf obo:RXNO_0000030 .
obo:RXNO_0000686 a rdfs:Class ;
rdfs:label "Jacobsen epoxidation"@en ;
rdfs:comment "Chiral (salen)manganese(III)-catalyzed asymmetric epoxidation of alkenes. In addition to the catalyst, stoichiometric amounts of an oxidant (e.g. sodium hypochlorite) are required." ;
rdfs:subClassOf obo:MOP_0000671 , obo:RXNO_0000005 .
obo:RXNO_0000497 a rdfs:Class ;
rdfs:label "pyrrole synthesis" ;
rdfs:comment "A reaction in which the intended product is a pyrrole that was not present in any of the reactants." ;
rdfs:subClassOf obo:MOP_0000543 , obo:RXNO_0000347 .
obo:RXNO_0000411 a rdfs:Class ;
rdfs:label "Hofmann reaction" ;
rdfs:comment "Conversion of a primary carboxylic amide to the lower homologue primary amine. The first step is the Hofmann rearrangement" ;
rdfs:subClassOf obo:RXNO_0000105 .
obo:CHEBI_15734 a rdfs:Class ;
rdfs:label "primary alcohol" ;
rdfs:subClassOf obo:CHEBI_30879 .
obo:CHEBI_33434 a rdfs:Class ;
rdfs:label "elemental halogen" ;
rdfs:subClassOf obo:CHEBI_33259 .
obo:CHEBI_51469 a rdfs:Class ;
rdfs:label "butyllithium" ;
rdfs:comment "An alkyllithium compound that has formula C4H9Li." ;
rdfs:subClassOf obo:CHEBI_51462 .
obo:RXNO_0000449 a rdfs:Class ;
rdfs:label "molecular ring breaking objective" ;
rdfs:comment "A molecular skeleton transformation objective that is satisfied by a reaction where the product has fewer rings than the reactants." ;
rdfs:subClassOf obo:RXNO_0000437 .
obo:RXNO_0000103 a rdfs:Class ;
rdfs:label "Gabriel synthesis" ;
rdfs:comment "The reaction of primary alkyl halides with sodium or potassium phthalimide, followed by hydrolysis, to give the corresponding primary amine." ;
rdfs:subClassOf obo:RXNO_0000331 .
obo:RXNO_0000468 a rdfs:Class ;
rdfs:label "molecular substitution objective" ;
rdfs:comment "A molecular transformation objective that is satisfied by a reaction in which one singly-bonded substituent, but not a hydrogen, is replaced by another singly-bonded substituent." ;
rdfs:subClassOf obo:RXNO_0000442 .
obo:RXNO_0000383 a rdfs:Class ;
rdfs:label "thiol-yne reaction"@en ;
rdfs:comment "Reaction of an thiol with an alkyne to form an alkenyl sulfide." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:RXNO_0000524 a rdfs:Class ;
rdfs:label "Camps quinoline synthesis" ;
rdfs:comment "Cyclisation of an o-acylaminoacetophenone in alcoholic sodium hydroxide to form a substituted hydroxyquinoline." ;
rdfs:subClassOf obo:RXNO_0000393 .
obo:CHEBI_25566 a rdfs:Class ;
rdfs:label "nitrotoluene" ;
rdfs:comment "Any member of the class of toluenes bearing one or more nitro substituents on the benzene ring." ;
rdfs:subClassOf obo:CHEBI_27024 .
obo:RXNO_0000643 a rdfs:Class ;
rdfs:label "Prato reaction" ;
rdfs:comment "A 1,3-dipolar cycloaddition reaction where a fullerene reacts with an aldehyde and an amino acid to form a pyrrolidinofullerene." ;
rdfs:subClassOf obo:RXNO_0000018 .
obo:RXNO_0000034 a rdfs:Class ;
rdfs:label "Mitsunobu reaction" ;
rdfs:comment "A substitution where an alcohol is converted into something else. Typical reagents are a dialkyl azodicarboxylate and a triarylphosphine. The alcohol stereocentre is inverted." ;
rdfs:subClassOf obo:RXNO_0000331 .
obo:RXNO_0000276 a rdfs:Class ;
rdfs:label "Aufbau reaction" ;
rdfs:comment "The insertion of alkenes (usually ethene) into the Al-C bond of an aluminium alkyl, to give a long-chain aluminium alkyl that can go on to react again, or can decompose into the corresponding terminal alkene. The addition of transition metals results in reliable production of high molecular weight polymers." ;
rdfs:subClassOf obo:RXNO_0000246 .
obo:CHEBI_18310 a rdfs:Class ;
rdfs:label "alkane" ;
rdfs:comment "An acyclic branched or unbranched hydrocarbon having the general formula CnH2n+2, and therefore consisting entirely of hydrogen atoms and saturated carbon atoms." ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000486 a rdfs:Class ;
rdfs:label "molecular skeleton elimination objective" ;
rdfs:comment "A functional modification objective that is satisfied by a reaction in which two or more groups of atoms are removed from the molecule, resulting in a change of skeletal bond order." ;
rdfs:subClassOf obo:RXNO_0000442 .
obo:CHEBI_30879 a rdfs:Class ;
rdfs:label "alcohol" ;
rdfs:subClassOf obo:CHEBI_33822 .
obo:RXNO_0000581 a rdfs:Class ;
rdfs:label "iodo Suzuki-type coupling" ;
rdfs:comment "A Suzuki-type coupling where the halide is an iodide." ;
rdfs:subClassOf obo:RXNO_0000592 .
obo:RXNO_0000350 a rdfs:Class ;
rdfs:label "alkyne reduction to alkane" ;
rdfs:comment "A hydrogenation reaction where an alkyne is reduced to an alkane." ;
rdfs:subClassOf obo:MOP_0000589 .
obo:RXNO_0000141 a rdfs:Class ;
rdfs:label "Sharpless asymmetric epoxidation" ;
rdfs:comment "The epoxidation of an allylic alcohol to give a beta,gamma-epoxy alcohol, with control of absolute stereochemistry at the two new stereocentres. The oxidising agent is tert-butyl hydroperoxide, and the catalyst is a complex of titanium salt and optically active diethyl tartrate." ;
rdfs:subClassOf obo:MOP_0000671 , obo:RXNO_0000346 .
obo:RXNO_0000661 a rdfs:Class ;
rdfs:label "Tsuji-Wilkinson decarbonylation"@en ;
rdfs:comment "The Tsuji-Wilkinson decarbonylation reaction is a method for the decarbonylation of aldehydes and some acyl chlorides." ;
rdfs:subClassOf obo:RXNO_0000105 .
obo:RXNO_0000266 a rdfs:Class ;
rdfs:label "Fenton reaction" ;
rdfs:comment "An oxidation reaction involving Fenton's reagent." ;
rdfs:subClassOf obo:RXNO_0000012 .
obo:RXNO_0000130 a rdfs:Class ;
rdfs:label "Wacker-Tsuji oxidation" ;
rdfs:comment "The oxidation of a terminal alkene or ethene to a methyl ketone or acetaldehyde, catalysed by PdCl2 and CuCl2, and using molecular oxygen as the oxidant." ;
rdfs:subClassOf obo:RXNO_0000012 .
obo:CHEBI_22715 a rdfs:Class ;
rdfs:label "benzimidazoles" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:CHEBI_51454 a rdfs:Class ;
rdfs:label "cyclopropanes" ;
rdfs:subClassOf obo:CHEBI_33598 .
obo:RXNO_0000401 a rdfs:Class ;
rdfs:label "triazine synthesis" ;
rdfs:comment "A reaction in which the intended product is a triazine that was not present in any of the reactants." ;
rdfs:subClassOf obo:RXNO_0000347 .
obo:RXNO_0000675 a rdfs:Class ;
rdfs:label "Balsohn alkylation"@en ;
rdfs:comment "A carbon-carbon coupling reaction between an arene and an alkene to give a substituted arene. The reaction is catalysed by a Lewis acid." ;
rdfs:subClassOf obo:RXNO_0000002 .
obo:RXNO_0000096 a rdfs:Class ;
rdfs:label "azo coupling" ;
rdfs:comment "A coupling reaction of a diazonium salt with a phenol or aniline to give an azo compound." ;
rdfs:subClassOf obo:RXNO_0000011 .
obo:CHEBI_33250 a rdfs:Class ;
rdfs:label "atom" ;
rdfs:subClassOf obo:CHEBI_24431 .
obo:RXNO_0000163 a rdfs:Class ;
rdfs:label "Paal-Knorr thiophene synthesis" ;
rdfs:comment "The cyclisation of a 1,4-dicarbonyl compound with phosphorus pentasulfide to give a thiophene." ;
rdfs:subClassOf obo:RXNO_0000161 , obo:RXNO_0000348 .
obo:RXNO_0000361 a rdfs:Class ;
rdfs:label "Pinner reaction" ;
rdfs:comment "A functional group modification where a nitrile reacts with an alcohol under acid catalysis to form an amidine or ester." ;
rdfs:subClassOf obo:RXNO_0000011 .
obo:RXNO_0000570 a rdfs:Class ;
rdfs:label "obsolete: chloro Sonogashira coupling/chloro Heck-type reaction" ;
rdfs:comment "This term has been obsoleted because the ID was inadvertently reused for two classes. See RXNO:0000637 for chloro Sonogashira coupling and RXNO:0000630 for the chloro Heck-type reaction." .
obo:RXNO_0000632 a rdfs:Class ;
rdfs:label "Baeyer–Emmerling indole synthesis" ;
rdfs:comment "An indole synthesis where an ortho-nitrocinnamic acid reacts with iron powder in a basic solution to form an indole." ;
rdfs:subClassOf obo:RXNO_0000395 .
obo:RXNO_0000604 a rdfs:Class ;
rdfs:label "Liebeskind-Srogl coupling" ;
rdfs:comment "A cross-coupling reaction where a thioester and a boronic acid react to form a ketone. It uses a metal catalyst." ;
rdfs:subClassOf obo:RXNO_0000603 .
obo:RXNO_0000621 a rdfs:Class ;
rdfs:label "Hell-Volhard-Zelinsky reaction" ;
rdfs:comment "An alpha-halogenation reaction where a carboxylic acid reacts with dibromine to form an alpha-bromocarboxylic acid." ;
rdfs:subClassOf obo:MOP_0000550 .
obo:RXNO_0000513 a rdfs:Class ;
rdfs:label "Mumm rearrangement" ;
rdfs:comment "Rearrangement of an acyl imidate to form a carboximide." ;
rdfs:subClassOf obo:RXNO_0000025 .
obo:CHEBI_37148 a rdfs:Class ;
rdfs:label "bromoarene" ;
rdfs:subClassOf obo:CHEBI_50887 .
obo:RXNO_0000660 a rdfs:Class ;
rdfs:label "Corey-Winter elimination"@en ;
rdfs:comment "A chemical reaction for the stereoselective synthesis of an olefin from a 1,2-diol." ;
rdfs:subClassOf obo:RXNO_0000123 .
obo:RXNO_0000426 a rdfs:Class ;
rdfs:label "aldehyde Barbier reaction" ;
rdfs:comment "A joining reaction between an aldehyde and an alkyl halide or aryl halide or vinyl halide or allyl halide in the presence of metal to give a secondary alcohol." ;
rdfs:subClassOf obo:RXNO_0000084 .
obo:CHEBI_38784 a rdfs:Class ;
rdfs:label "oxetanes" ;
rdfs:subClassOf obo:CHEBI_38104 .
obo:RXNO_0000382 a rdfs:Class ;
rdfs:label "Demjanov rearrangement" ;
rdfs:comment "Substitution reaction of a primary amine via deazotisation to yield a mixture of the corresponding primary alcohol and secondary alcohol." ;
rdfs:subClassOf obo:RXNO_0000025 , obo:RXNO_0000331 .
obo:CHEBI_59769 a rdfs:Class ;
rdfs:label "acetal" ;
rdfs:comment "An organooxygen compound having the structure RR'C(OR'')(OR''') (R'', R''' =/= H). Mixed acetals have R'' and R''' groups which differ." ;
rdfs:subClassOf obo:CHEBI_36963 .
obo:MOP_0000561 a rdfs:Class ;
rdfs:label "cyclization" ;
rdfs:comment "Formation of a ring in a molecule from a chain by formation of a new bond." ;
rdfs:subClassOf obo:MOP_0000543 .
obo:RXNO_0000453 a rdfs:Class ;
rdfs:label "functional group modification objective" ;
rdfs:comment "A molecular skeleton transformation objective that is satisfied by a reaction in which a functional group undergoes a change that does not affect the number of atoms in (or connectivity of) the skeleton of the molecule." ;
rdfs:subClassOf obo:RXNO_0000442 .
obo:CHEBI_25717 a rdfs:Class ;
rdfs:label "organotin compound" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000560 a rdfs:Class ;
rdfs:label "obsolete: iodo Heck reaction/chloride Finkelstein reaction" ;
rdfs:comment "This term has been obsoleted because the ID was inadvertently reused for two classes. See RXNO:0000627 for the iodo Heck reaction and RXNO:0000606 for the chloride Finkelstein reaction." .
obo:RXNO_0000070 a rdfs:Class ;
rdfs:label "chain lengthening" ;
rdfs:comment "A molecular skeleton joining reaction in which a chain part of a molecular skeleton is lengthened." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:RXNO_0000024 a rdfs:Class ;
rdfs:label "Heck reaction" ;
rdfs:comment "A carbon-carbon coupling reaction where an organohalide or triflate couples to a terminal olefin to produce an internal olefin, catalysed by palladium. It is stereospecific." ;
rdfs:subClassOf obo:RXNO_0000624 .
obo:CHEBI_37735 a rdfs:Class ;
rdfs:label "phosphonic ester" ;
rdfs:comment "A phosphonic acid derivative in which one or both OH groups have been esterified." ;
rdfs:subClassOf obo:CHEBI_35701 .
obo:RXNO_0000081 a rdfs:Class ;
rdfs:label "Ullmann condensation" ;
rdfs:comment "A coupling reaction in which a phenol is coupled to an aryl halide to give a diaryl ether in the presence of a copper compound." ;
rdfs:subClassOf obo:RXNO_0000332 .
obo:CHEBI_47985 a rdfs:Class ;
rdfs:label "enol ether" ;
rdfs:comment "Ethers ROR' where R has a double bond adjacent to the oxygen of the ether linkage." ;
rdfs:subClassOf obo:CHEBI_25698 .
obo:CHEBI_36871 a rdfs:Class ;
rdfs:label "inorganic radical" ;
rdfs:subClassOf obo:CHEBI_26519 .
obo:RXNO_0000021 a rdfs:Class ;
rdfs:label "Sandmeyer reaction" ;
rdfs:comment "An aromatic substitution reaction where an aryl diazonium salt reacts with a copper(I) halide or pseudohalide to form an aromatic halide or pseudohalide." ;
rdfs:subClassOf obo:RXNO_0000332 .
obo:RXNO_0000637 a rdfs:Class ;
rdfs:label "chloro Sonogashira coupling" ;
rdfs:comment "A Sonogashira coupling where the aryl halide is an aryl chloride." ;
rdfs:subClassOf obo:RXNO_0000137 .
obo:MOP_0000794 a rdfs:Class ;
rdfs:label "O-substitution" ;
rdfs:comment "A substitution reaction where the reactive centre is an oxygen atom." ;
rdfs:subClassOf obo:MOP_0000790 .
obo:RXNO_0000534 a rdfs:Class ;
rdfs:label "Bradsher cyclisation" ;
rdfs:comment "Diels-Alder reaction of a dienophile with a cationic aromatic azadiene to yield a bridged-ring system." ;
rdfs:subClassOf obo:RXNO_0000052 .
obo:RXNO_0000175 a rdfs:Class ;
rdfs:label "Dakin-West reaction" ;
rdfs:comment "The reaction of an amino acid with an acid anhydride to give an alpha-acylamido ketone. The reaction proceeds via the mixed anhydride and an oxazolone; the product is always racemic." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:RXNO_0000464 a rdfs:Class ;
rdfs:label "Pauson-Khand reaction" ;
rdfs:comment "A [2+2+1] cycloaddition between an alkyne, an alkene and carbon monoxide to form an alpha-beta-unsaturated cyclopentenone." ;
rdfs:subClassOf obo:MOP_0000720 .
obo:RXNO_0000602 a rdfs:Class ;
rdfs:label "Johnson-Corey-Chaykovsky thiirane synthesis" ;
rdfs:comment "Reaction of a sulfur ylide with a thione to produce a thiirane." ;
rdfs:subClassOf obo:RXNO_0000348 , obo:RXNO_0000598 .
obo:RXNO_0000013 a rdfs:Class ;
rdfs:label "diazotisation" ;
rdfs:comment "A functional group oxidation where an aromatic amine is transformed into an aromatic diazonium salt." ;
rdfs:subClassOf obo:RXNO_0000012 .
obo:CHEBI_38101 a rdfs:Class ;
rdfs:label "organonitrogen heterocyclic compound" ;
rdfs:comment "Any organonitrogen compound containing a cyclic component with nitrogen and at least one other element as ring member atoms." ;
rdfs:subClassOf obo:CHEBI_35352 , obo:CHEBI_5686 .
obo:RXNO_0000294 a rdfs:Class ;
rdfs:label "hydrometallation" ;
rdfs:comment "The reaction of any of a number of metal hydride species with an alkene or alkyne, to give an intermediate organometal species that can give various products after work-up." ;
rdfs:subClassOf obo:RXNO_0000041 .
obo:RXNO_0000318 a rdfs:Class .
obo:MOP_0000717 a rdfs:Class ;
rdfs:label "enolisability" ;
rdfs:comment "Disposition that is realised in the process of enolisation" ;
rdfs:subClassOf obo:BFO_0000016 .
obo:RXNO_0000520 a rdfs:Class ;
rdfs:label "pyridine synthesis" ;
rdfs:comment "Ring formation reaction where the intended product is a pyridine." ;
rdfs:subClassOf obo:MOP_0000543 , obo:RXNO_0000347 .
obo:CHEBI_26407 a rdfs:Class ;
rdfs:label "pyrans" ;
rdfs:subClassOf obo:CHEBI_38104 .
obo:RXNO_0000353 a rdfs:Class ;
rdfs:label "alcohol oxidation to carboxylic acid" ;
rdfs:comment "An alcohol oxidation where the alcohol centre is replaced with a carboxy group." ;
rdfs:subClassOf obo:MOP_0000572 .
obo:CHEBI_51277 a rdfs:Class ;
rdfs:label "thioester" ;
rdfs:comment "A compound of general formula RC(=O)SR'. Compare with thionoester, RC(=S)OR'." ;
rdfs:subClassOf obo:CHEBI_36587 .
obo:RXNO_0000092 a rdfs:Class ;
rdfs:label "aza-Diels-Alder reaction" ;
rdfs:comment "A Diels-Alder reaction between a diene and an imine or an azadiene and an alkene to give a six-membered nitrogen-containing ring compound." ;
rdfs:subClassOf obo:RXNO_0000313 .
obo:MOP_0000732 a rdfs:Class ;
rdfs:label "hydron donation" ;
rdfs:subClassOf obo:MOP_0000543 .
obo:RXNO_0000415 a rdfs:Class ;
rdfs:label "haloethanoate ester-ketone Darzens reaction" ;
rdfs:comment "A coupling of a ketone with an alpha-haloethanoate ester to replace the oxo group with a formyl group." ;
rdfs:subClassOf obo:RXNO_0000077 .
obo:RXNO_0000002 a rdfs:Class ;
rdfs:label "carbon-carbon coupling reaction" ;
rdfs:comment "A reaction where a bond is formed between two carbon atoms." ;
rdfs:subClassOf obo:MOP_0000543 .
obo:CHEBI_38597 a rdfs:Class ;
rdfs:label "triazole" ;
rdfs:subClassOf obo:CHEBI_35352 .
obo:RXNO_0000404 a rdfs:Class ;
rdfs:label "oxa-Pictet-Spengler reaction" ;
rdfs:comment "Cyclisation-condensation of a beta-arylethanol with an aldehyde to yield an ortho,peri-fused aryl-oxacycle." ;
rdfs:subClassOf obo:MOP_0000627 , obo:RXNO_0000052 , obo:RXNO_0000346 .
obo:CHEBI_16134 a rdfs:Class ;
rdfs:label "ammonia" ;
rdfs:comment "An azane that consists of a single nitrogen atom covelently bonded to three hydrogen atoms." ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000648 a rdfs:Class ;
rdfs:label "aza-Wacker cyclisation" ;
rdfs:comment "A cyclisation where an amino group acts as the nucleophile in a Wacker-Tsuji oxidation accompanied by beta-hydride elimination, forming a ring." ;
rdfs:subClassOf obo:RXNO_0000018 .
obo:RXNO_0000067 a rdfs:Class ;
rdfs:label "benzidine rearrangement" ;
rdfs:comment "A rearrangement of a hydrazobenzene to give a diaminobiphenyl compound." ;
rdfs:subClassOf obo:RXNO_0000093 .
obo:CHEBI_47988 a rdfs:Class ;
rdfs:label "silyl ether" ;
rdfs:comment "Ethers ROR' where R' has the structure SiR''R'''R''''." ;
rdfs:subClassOf obo:CHEBI_25698 , obo:CHEBI_25713 .
obo:RXNO_0000371 a rdfs:Class ;
rdfs:label "Griess reaction" ;
rdfs:comment "A diazotisation that proceeds by the addition of nitrous acid, nitric acid and water, resulting in a diazonium nitrate salt." ;
rdfs:subClassOf obo:RXNO_0000013 .
obo:MOP_0000706 a rdfs:Class ;
rdfs:label "oxidation at nitrogen" ;
rdfs:comment "An oxidation process where the oxidation state of at least one nitrogen atom increases." ;
rdfs:subClassOf obo:MOP_0000568 .
obo:CHEBI_38269 a rdfs:Class ;
rdfs:label "boronic acids" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:MOP_0001369 a rdfs:Class ;
rdfs:label "dealkylation" ;
rdfs:comment "Breaking of a covalent bond between an alkyl group and a substrate." ;
rdfs:subClassOf obo:MOP_0001458 .
obo:CHEBI_37592 a rdfs:Class ;
rdfs:label "organic phosphonate" ;
rdfs:subClassOf obo:CHEBI_25710 .
obo:CHEBI_29312 a rdfs:Class ;
rdfs:label "sulfanyl" ;
rdfs:comment "A sulfur hydride that has formula HS." ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000287 a rdfs:Class ;
rdfs:label "Lindgren oxidation" ;
rdfs:comment "The oxidation of an aldehyde to a carboxylic acid with chlorite." ;
rdfs:subClassOf obo:RXNO_0000012 .
obo:CHEBI_37757 a rdfs:Class ;
rdfs:label "iodoalkane" ;
rdfs:subClassOf obo:CHEBI_24469 .
obo:RXNO_0000010 a rdfs:Class ;
rdfs:label "functional modification" ;
rdfs:comment "A reaction where the number of atoms in the skeleton, and their connectivity, remain the same." ;
rdfs:subClassOf obo:RXNO_0000001 .
obo:CHEBI_25707 a rdfs:Class ;
rdfs:label "organometallic compound" ;
rdfs:comment "A compound having bonds between one or more metal atoms and one or more carbon atoms of an organyl group." ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000364 a rdfs:Class ;
rdfs:label "alcohol to halide conversion" ;
rdfs:comment "A functional group modification where an alcohol is converted to a halide." ;
rdfs:subClassOf obo:RXNO_0000011 .
obo:RXNO_0000119 a rdfs:Class ;
rdfs:label "Bouveault-Blanc reaction" ;
rdfs:comment "The reduction of an ester using sodium to give two alcohols." ;
rdfs:subClassOf obo:RXNO_0000037 .
obo:RXNO_0000334 a rdfs:Class ;
rdfs:label "Sandmeyer pseudohalogenation" ;
rdfs:comment "An aromatic substitution reaction where an aryl diazonium salt reacts with a copper(II) pseudohalide to form an aromatic pseudohalide." ;
rdfs:subClassOf obo:RXNO_0000021 .
obo:RXNO_0000029 a rdfs:Class ;
rdfs:label "oxy-Cope rearrangement" ;
rdfs:comment "A [3,3]-sigmatropic rearrangement of a 3-hydroxy-1,5-hexadiene rearranges to form a 5,6-unsaturated carbonyl compound." ;
rdfs:subClassOf obo:MOP_0000721 , obo:RXNO_0000025 .
obo:RXNO_0000595 a rdfs:Class ;
rdfs:label "Claisen-Schmidt condensation" ;
rdfs:comment "Condensation of an aromatic aldehyde with an aliphatic aldehyde or ketone in the presence of a relatively strong base to from an alpha,beta-unsaturated aldehyde or ketone." ;
rdfs:subClassOf obo:MOP_0000628 .
obo:MOP_0000596 a rdfs:Class ;
rdfs:label "pseudohalogenation" ;
rdfs:comment "Formation of a covalent bond between a substrate and a pseudohalo group." ;
rdfs:subClassOf obo:MOP_0000566 .
obo:RXNO_0000608 a rdfs:Class ;
rdfs:label "sulfonate ester Finkelstein reaction" ;
rdfs:comment "The conversion of an alkyl sulfonate ester to an alkyl iodide by SN2 substitution.The reaction relies upon the equilibrium being pushed to completion by precipitation." ;
rdfs:subClassOf obo:RXNO_0000155 .
obo:CHEBI_26588 a rdfs:Class ;
rdfs:label "triazines" ;
rdfs:subClassOf obo:CHEBI_38101 .
obo:RXNO_0000215 a rdfs:Class ;
rdfs:label "Sakurai reaction, acetal or ketal" ;
rdfs:comment "A carbon-carbon coupling reaction in which an acetal or ketal reacts with allyltrimethylsilane to form a homoallylic ether." ;
rdfs:subClassOf obo:RXNO_0000443 .
obo:MOP_0000539 a rdfs:Class ;
rdfs:label "sulfonylation" ;
rdfs:comment "Formation of a covalent bond between a substrate and a sulfonyl group." ;
rdfs:subClassOf obo:MOP_0000566 .
obo:RXNO_0000462 a rdfs:Class ;
rdfs:label "molecular extrusion objective" ;
rdfs:comment "A molecular transformation objective that is satisfied by a cleaving reaction in which a skeletal atom or group of atoms is removed from the middle of a molecule." ;
rdfs:subClassOf obo:RXNO_0000438 .
obo:CHEBI_52094 a rdfs:Class ;
rdfs:label "peroxy acid" ;
rdfs:subClassOf obo:CHEBI_36587 .
obo:CHEBI_59831 a rdfs:Class ;
rdfs:label "enyne" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000345 a rdfs:Class ;
rdfs:label "heteroaryl N-alkylation" ;
rdfs:comment "An N-alkylation reaction where the reactive centre is an azacycle ring nitrogen." ;
rdfs:subClassOf obo:MOP_0002369 .
obo:RXNO_0000091 a rdfs:Class ;
rdfs:label "Wittig methylenation" ;
rdfs:comment "A carbon-carbon coupling reaction where a carbonyl compound reacts with a phosphonium ylide to give a terminal alkene." ;
rdfs:subClassOf obo:RXNO_0000015 .
obo:RXNO_0000303 a rdfs:Class ;
rdfs:label "photohydrosilylation" ;
rdfs:comment "The photochemically induced addition of a hydrosilane across the double bond of an alkene or alkyne to give a more substituted silane, usually applied to cases where the hydrosilane is part of a silicon surface. The reaction uses UV irradiation and is usually initiated by an added photoactive compound such as a platinum catalyst." ;
rdfs:subClassOf obo:RXNO_0000290 .
obo:RXNO_0000179 a rdfs:Class ;
rdfs:label "Elbs persulfate oxidation, phenol variant" ;
rdfs:comment "The oxidation of a phenol to give a (predominantly para) diphenol using potassium persulfate." ;
rdfs:subClassOf obo:RXNO_0000332 .
obo:RXNO_0000531 a rdfs:Class ;
rdfs:label "Boord olefin synthesis" ;
rdfs:comment "Etherification of an aldehyde followed by bromination and reaction with a Grignard reagent followed by treatment with zinc to eliminate the halogen and alkoxy groups to produce an olefin." ;
rdfs:subClassOf obo:RXNO_0000479 .
obo:MOP_0006369 a rdfs:Class ;
rdfs:label "P-alkylation" ;
rdfs:comment "The formation of a covalent bond between a phosphorus atom and an alkyl group." ;
rdfs:subClassOf obo:MOP_0000369 .
obo:RXNO_0000577 a rdfs:Class ;
rdfs:label "Friedlander quinoline synthesis" ;
rdfs:comment "Synthesis of a quinoline by reaction of a 2-aminobenzaldehyde with a ketone." ;
rdfs:subClassOf obo:RXNO_0000393 .
obo:RXNO_0000260 a rdfs:Class ;
rdfs:label "[1,2]-Wittig rearrangement" ;
rdfs:comment "A base-mediated 1,2-sigmatropic rearrangement of an ether to give an alcohol." ;
rdfs:subClassOf obo:RXNO_0000259 .
obo:RXNO_0000576 a rdfs:Class ;
rdfs:label "Dess-Martin ketone oxidation" ;
rdfs:comment "A Dess-Martin oxidation of a secondary alcohol to a ketone." ;
rdfs:subClassOf obo:RXNO_0000256 .
obo:CHEBI_50888 a rdfs:Class ;
rdfs:label "fluoroarene" ;
rdfs:subClassOf obo:CHEBI_50887 .
obo:RXNO_0000290 a rdfs:Class ;
rdfs:label "hydrosilylation" ;
rdfs:comment "The addition of a hydrosilane across the double bond of an alkene or alkyne to give a more substituted silane. Addition to an aldehyde or ketone produces a silyl ether." ;
rdfs:subClassOf obo:RXNO_0000041 .
obo:CHEBI_35353 a rdfs:Class ;
rdfs:label "isocyanide" ;
rdfs:comment "The isomer HN(+)#C(-) of hydrocyanic acid, HC#N, and its hydrocarbyl derivatives RNC (RN(+)#C(-))." ;
rdfs:subClassOf obo:CHEBI_35352 .
obo:RXNO_0000136 a rdfs:Class ;
rdfs:label "Rosenmund reduction" ;
rdfs:comment "The hydrogenolysis of an acyl halide to the corresponding aldehyde, catalysed by palladium-on-barium sulfate." ;
rdfs:subClassOf obo:RXNO_0000037 .
obo:RXNO_0000506 a rdfs:Class ;
rdfs:label "Nef synthesis" ;
rdfs:comment "Reaction of an aldehyde or ketone with a sodium acetylide to yield a propargyl alcohol." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:RXNO_0000399 a rdfs:Class ;
rdfs:label "Phillips benzimidazole synthesis" ;
rdfs:comment "Reaction of an ortho-diaminobenzene with a carboxylic acid under heat to yield a benzimidazole." ;
rdfs:subClassOf obo:RXNO_0000398 .
obo:MOP_0000825 a rdfs:Class ;
rdfs:label "dealcoholative condensation" ;
rdfs:comment "A reaction in which two or more reactants or remote reactive sites within the same molecular entity yield a single main product with accompanying formation of an alcohol molecule." ;
rdfs:subClassOf obo:MOP_0000627 .
a rdfs:Class ;
rdfs:comment "An unconstrained type or object" .
obo:RXNO_0000233 a rdfs:Class ;
rdfs:label "Achmatowicz rearrangement" ;
rdfs:comment "A rearrangement of a furfuryl alcohol derivative to a dihydropyranone, from which monosaccharides may be synthesised." ;
rdfs:subClassOf obo:RXNO_0000202 .
obo:IAO_0000005 a rdfs:Class ;
rdfs:label "objective specification" ;
rdfs:subClassOf obo:IAO_0000030 .
obo:RXNO_0000080 a rdfs:Class ;
rdfs:label "Peterson olefination" ;
rdfs:comment "A carbon-carbon coupling reaction in which an alpha-silyl carbanion reacts with an aldehyde or a ketone to give an alkene, proceeding via a beta-hydroxysilane. The stereochemistry of the alkene can be controlled by treating the intermediate with acid or base." ;
rdfs:subClassOf obo:RXNO_0000479 .
obo:CHEBI_32863 a rdfs:Class ;
rdfs:label "secondary amine" ;
rdfs:subClassOf obo:CHEBI_32952 .
obo:MOP_0000722 a rdfs:Class ;
rdfs:label "decarboxylative condensation" ;
rdfs:comment "A reaction in which two or more reactants or remote reactive sites within the same molecular entity yield a single main product with accompanying formation of a carbon dioxide molecule." ;
rdfs:subClassOf obo:MOP_0000627 .
obo:CHEBI_43176 a rdfs:Class ;
rdfs:label "hydroxy group" ;
rdfs:subClassOf obo:CHEBI_24433 .
obo:RXNO_0000244 a rdfs:Class ;
rdfs:label "Passerini reaction" ;
rdfs:comment "The reaction between an isonitrile, a carboxylic acid and aldehyde or ketone to give an alpha-acyloxy amide." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:CHEBI_24079 a rdfs:Class ;
rdfs:label "formamides" ;
rdfs:subClassOf obo:CHEBI_35636 .
obo:RXNO_0000476 a rdfs:Class ;
rdfs:label "Meyer-Schuster rearrangement" ;
rdfs:comment "Rearrangement of a propargyl alcohol to an alpha,beta-unsaturated carbonyl compound via an allene intermediate to yield the gamma-substituted product." ;
rdfs:subClassOf obo:RXNO_0000025 .
obo:RXNO_0000241 a rdfs:Class ;
rdfs:label "nitro-Michael reaction" ;
rdfs:comment "A conjugate addition reaction where a carbon nucleophile adds to an alpha,beta-unsaturated nitro compound." ;
rdfs:subClassOf obo:RXNO_0000009 .
obo:MOP_0000568 a rdfs:Class ;
rdfs:label "oxidation" ;
rdfs:comment "The complete, net removal of one or mole electrons from a molecular entity, corresponding to an increase in the oxidation number of any atom within any substrate." ;
rdfs:subClassOf obo:MOP_0000543 .
obo:CHEBI_23019 a rdfs:Class ;
rdfs:label "carbonyl group" ;
rdfs:subClassOf obo:CHEBI_24433 .
obo:MOP_0000737 a rdfs:Class ;
rdfs:label "accepting a hydron" ;
rdfs:subClassOf obo:MOP_0000543 .
obo:CHEBI_25713 a rdfs:Class ;
rdfs:label "organosilicon compound" ;
rdfs:comment "An organosilicon compound is a compound containing at least one carbon-silicon bond." ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000659 a rdfs:Class ;
rdfs:label "Miyaura borylation"@en ;
rdfs:comment "A chemical reaction that allows the generation of boronates from vinyl or aryl halides with the cross-coupling of bis(pinacolato)diboron under basic conditions." ;
rdfs:subClassOf obo:RXNO_0000000 .
obo:RXNO_0000619 a rdfs:Class ;
rdfs:label "Hofmann-Löffler-Freytag piperidine synthesis" ;
rdfs:comment "A Hofmann-Löffler-Freytag reaction in which the product is a piperidine." ;
rdfs:subClassOf obo:RXNO_0000616 , obo:RXNO_0000618 .
obo:CHEBI_36601 a rdfs:Class ;
rdfs:label "triphenylphosphane oxide" ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000056 a rdfs:Class ;
rdfs:label "Horner-Wadsworth-Emmons reaction" ;
rdfs:comment "A carbon-carbon coupling reaction between a phosphonate and a carbonyl compound to give an olefin." ;
rdfs:subClassOf obo:RXNO_0000479 .
obo:RXNO_0000479 a rdfs:Class ;
rdfs:label "olefination" ;
rdfs:comment "A molecular skeleton joining reaction where the connection formed is a carbon-carbon double bond." ;
rdfs:subClassOf obo:RXNO_0000000 , obo:RXNO_0000002 .
obo:RXNO_0000125 a rdfs:Class ;
rdfs:label "Shapiro reaction" ;
rdfs:comment "The reaction of a tosylhydrazone of an aldehyde or ketone with an alkyllithium or Grignard reagent to give an olefin." ;
rdfs:subClassOf obo:RXNO_0000123 .
obo:RXNO_0000542 a rdfs:Class ;
rdfs:label "nickel-catalysed Kumada coupling" ;
rdfs:comment "A cross-coupling reaction between a Grignard reagent and an activated (aryl or vinyl) halide or triflate. The reaction is catalysed by a nickel catalyst." ;
rdfs:subClassOf obo:RXNO_0000144 .
obo:CHEBI_51187 a rdfs:Class ;
rdfs:label "organomagnesium compound" ;
rdfs:comment "A compound containing at least one carbon-magnesium bond." ;
rdfs:subClassOf obo:CHEBI_25707 .
obo:CHEBI_16526 a rdfs:Class ;
rdfs:label "carbon dioxide" ;
rdfs:subClassOf obo:CHEBI_23014 .
obo:RXNO_0000230 a rdfs:Class ;
rdfs:label "aza-Ferrier rearrangement" ;
rdfs:comment "The rearrangement of an O-alkenyl hemiaminal ether to give the corresponding beta-amino carbonyl compound." ;
rdfs:subClassOf obo:RXNO_0000025 .
obo:RXNO_0000259 a rdfs:Class ;
rdfs:label "Wittig rearrangement" ;
rdfs:comment "Any of a family of sigmatropic rearrangements that involve the migration of a group on an electronegative atom (O or N) to a carbon atom." ;
rdfs:subClassOf obo:RXNO_0000025 .
obo:RXNO_0000389 a rdfs:Class ;
rdfs:label "Seyferth-Gilbert ketone homologation" ;
rdfs:comment "Reaction of a ketone with a dimethyl diazomethyl phosphonate under basic conditions to yield a terminal alkyne." ;
rdfs:subClassOf obo:RXNO_0000030 , obo:RXNO_0000387 .
obo:RXNO_0000063 a rdfs:Class ;
rdfs:label "Arndt-Eistert reaction" ;
rdfs:comment "A homologation reaction of a carboxylic acid to give the homologated carboxylic acid via acyl chloride and diazoketone intermediates." ;
rdfs:subClassOf obo:RXNO_0000030 .
obo:RXNO_0000494 a rdfs:Class ;
rdfs:label "Bartoli indole synthesis" ;
rdfs:comment "Reaction of an ortho-substituted nitroarene with a vinyl Grignard reagent to yield a 7-substituted indole." ;
rdfs:subClassOf obo:RXNO_0000395 .
obo:RXNO_0000668 a rdfs:Class ;
rdfs:label "Albright-Goldman oxidation"@en ;
rdfs:comment "A particularly mild oxidation method in which, for example, dimethyl sulfoxide and acetic anhydride can be used as oxidizing agents to selectively produce aldehydes from primary alcohols without further oxidation to carboxylic acids. Analogously, secondary alcohols can be oxidized to form ketones." ;
rdfs:subClassOf obo:RXNO_0000012 .
obo:CHEBI_50978 a rdfs:Class ;
rdfs:label "boronate" ;
rdfs:comment "A salt or ester of boronic acid." ;
rdfs:subClassOf obo:CHEBI_23367 .
obo:RXNO_0000114 a rdfs:Class ;
rdfs:label "Nicholas reaction" ;
rdfs:comment "The reaction of a propargylic cation (stabilised with dicobalt octacarbonyl) with a nucleophile to give a substituted alkyne." ;
rdfs:subClassOf obo:RXNO_0000331 .
obo:RXNO_0000588 a rdfs:Class ;
rdfs:label "triflyloxy Suzuki coupling" ;
rdfs:comment "A Suzuki coupling where the rule of the halide is played by a triflyloxy group." ;
rdfs:subClassOf obo:RXNO_0000140 , obo:RXNO_0000589 .
obo:MOP_0000650 a rdfs:Class ;
rdfs:label "amination" ;
rdfs:comment "Formation of a covalent bond between a substrate and an amino group." ;
rdfs:subClassOf obo:MOP_0000802 .
obo:CHEBI_33671 a rdfs:Class ;
rdfs:label "heteropolycyclic compound" ;
rdfs:comment "A polycyclic compound in which at least one of the rings contains at least one non-carbon atom." ;
rdfs:subClassOf obo:CHEBI_33635 .
obo:MOP_0000583 a rdfs:Class ;
rdfs:label "alkene ozonolysis" ;
rdfs:comment "An alkene oxidation where the reagent is ozone and the product is the corresponding ozonide." ;
rdfs:subClassOf obo:RXNO_0000344 .
obo:RXNO_0000487 a rdfs:Class ;
rdfs:label "molecular skeleton insertion objective" ;
rdfs:comment "A molecular skeleton joining objective that is satisfied by a reaction in which one or more atoms are added to the middle of a chain." ;
rdfs:subClassOf obo:RXNO_0000440 .
obo:RXNO_0000378 a rdfs:Class ;
rdfs:label "intramolecular Scholl reaction" ;
rdfs:comment "Scholl reaction within a single molecule to form a larger ring system." ;
rdfs:subClassOf obo:RXNO_0000000 , obo:RXNO_0000005 , obo:RXNO_0000377 .
obo:RXNO_0000211 a rdfs:Class ;
rdfs:label "Tamao oxidation" ;
rdfs:comment "The stereospecific oxidation of a (halosilyl)alkane to the corresponding alcohol using potassium fluoride and hydrogen peroxide." ;
rdfs:subClassOf obo:RXNO_0000331 .
obo:RXNO_0000439 a rdfs:Class ;
rdfs:label "molecular ring formation objective" ;
rdfs:comment "A molecular transformation specification that specifies that the product should contain a ring that was not in any of the reactants." ;
rdfs:subClassOf obo:RXNO_0000437 .
obo:RXNO_0000338 a rdfs:Class ;
rdfs:label "amide reduction to amine" ;
rdfs:comment "A reduction process where an amide is transformed into an amine." ;
rdfs:subClassOf obo:MOP_0000569 , obo:RXNO_0000011 .
obo:MOP_0000550 a rdfs:Class ;
rdfs:label "halogenation" ;
rdfs:comment "Formation of a covalent bond between a substrate and a halo group." ;
rdfs:subClassOf obo:MOP_0000566 .
obo:RXNO_0000193 a rdfs:Class ;
rdfs:label "Hiyama coupling" ;
rdfs:comment "A carbon-carbon coupling reaction where an organosilane reacts with an organic halide or triflate. It is catalysed by a palladium or nickel complex." ;
rdfs:subClassOf obo:RXNO_0000002 .
obo:RXNO_0000451 a rdfs:Class ;
rdfs:label "aldehyde Sakurai reaction" ;
rdfs:comment "A carbon-carbon coupling reaction in which an aldehyde reacts with allyltrimethylsilane to form a homoallylic alcohol." ;
rdfs:subClassOf obo:RXNO_0000212 .
obo:RXNO_0000349 a rdfs:Class ;
rdfs:label "heterocycle synthesis" ;
rdfs:comment "A ring formation reaction where the intended product contains a heterocycle that was not in any of the reactants." ;
rdfs:subClassOf obo:MOP_0000543 , obo:RXNO_0000005 .
obo:RXNO_0000518 a rdfs:Class ;
rdfs:label "acridine synthesis" ;
rdfs:comment "Ring formation reaction where the intended product is an acridine." ;
rdfs:subClassOf obo:MOP_0000543 , obo:RXNO_0000052 , obo:RXNO_0000347 .
obo:RXNO_0000491 a rdfs:Class ;
rdfs:label "interrupted Nazarov cyclisation" ;
rdfs:comment "Cyclisation of a propargyl alpha,beta-unsaturated ketone where the reactant rearranges to an allenyl vinyl ketone, followed by a Nazarov cyclisation in which a nucleophile 'intercepts' the intermediate carbocation to yield a cyclopentenone substituted at the alpha position opposite the double bond." ;
rdfs:subClassOf obo:RXNO_0000005 .
obo:RXNO_0000226 a rdfs:Class ;
rdfs:label "Wolff-Kishner reduction" ;
rdfs:comment "The reduction of an aldehyde or ketone to the corresponding methylene compound, using hydrazine hydrate and a base." ;
rdfs:subClassOf obo:RXNO_0000037 .
obo:IAO_0000115 a rdf:Property ;
rdfs:label "definition" ;
rdfs:range xsd:string .
obo:IAO_0000412 a rdf:Property ;
rdfs:label "imported from"@en ;
rdfs:range xsd:string .
obo:MOP_0000740 a rdfs:Class ;
rdfs:label "acid catalysis" ;
rdfs:comment "Catalysis of a reaction where the catalyst either donates a hydron or accepts an electron pair." ;
rdfs:subClassOf obo:MOP_0000543 .
obo:MOP_0000730 a obo:MOP_0000740 ;
rdfs:label "Brønsted acid catalysis" .
obo:MOP_0000734 a obo:MOP_0000740 ;
rdfs:label "Lewis acid catalysis" .
obo:RXNO_0000444 a rdfs:Class ;
rdfs:label "Fries rearrangement" ;
rdfs:comment "Rearrangement of the acyl group in a phenolate ester to the ortho- and/or para-position. It is catalysed by a Lewis acid." ;
rdfs:subClassOf obo:RXNO_0000025 .
obo:RXNO_0000445 a obo:RXNO_0000444 ;
rdfs:label "ortho-Fries rearrangement" ;
rdfs:comment "Rearrangement of the acyl group in a phenolate ester to the ortho-position." .
obo:RXNO_0000446 a obo:RXNO_0000444 ;
rdfs:label "para-Fries rearrangement" ;
rdfs:comment "Rearrangement of the acyl group in a phenolate ester to the para-position." .
obo:RXNO_0000502 a rdfs:Class ;
rdfs:label "Boulton-Katritzky rearrangement" ;
rdfs:comment "Rearrangement of a mancude eight-membered system containing a pentacycle into a different pentacycle where two of the ring atoms are ring atoms in the original molecule." ;
rdfs:subClassOf obo:RXNO_0000202 .
obo:RXNO_0000503 a obo:RXNO_0000502 ;
rdfs:label "monocyclic Boulton-Katritzky rearrangement" ;
rdfs:comment "Rearrangement of an azapentacycle containing a -N= system where there is an unsaturated three-heavy-atom substituent XYZ on the substituent double-bonded to the nitrogen, to a new azapentacycle where the pivotal nitrogen has broken its single bond and formed a new bond with atom Z." .
obo:RXNO_0000504 a obo:RXNO_0000502 ;
rdfs:label "bicyclic Boulton-Katritzky rearrangement" ;
rdfs:comment "Rearrangement of a mancude bicyclo[4.3.0] compound with an unsaturated two-heavy-atom substituent on the six-membered ring alpha to the bridgehead to form a new mancude bicyclo[4.3.0] compound where the five-membered ring has been formed from the two-heavy-atom substituent and the original five-membered ring has been broken." .