Reaction types

517 reactions are classified by the bond they make or break, in 18 categories. Pick one to see its named reactions, worked examples and procedures.

Rearrangement95 Allen–Millar–Trippett rearrangement · Amadori rearrangement · Aston–Greenburg rearrangement Oxidation81 Albright–Goldman oxidation · Babler oxidation · Baeyer–Villiger oxidation Cross-coupling64 Buchwald–Hartwig amination · Cadiot–Chodkiewicz coupling · Castro–Stephens coupling Reduction58 Béchamp reduction · Birch reduction · Bouveault–Blanc reduction Addition46 Kharasch addition · Mannich reaction · Michael addition reaction Cyclization44 Allan–Robinson reaction · Bergman cyclization · Borsche–Drechsel cyclization Condensation32 Aldol–Tishchenko reaction · Dieckmann condensation · Grieco three-component condensation Cycloaddition26 Azide-alkyne Huisgen cycloaddition · Bradsher cycloaddition · Intramolecular Diels–Alder cycloaddition Organometallic addition16 Barbier reaction · Barbier–Wieland degradation · Grignard reaction Olefination15 Aza-Wittig reaction · Julia olefination · Kauffmann olefination Substitution12 Appel reaction · Finkelstein reaction · Mitsunobu reaction Protection6 Mono carbamate protection of aliphatic diamines using alkyl phenyl carbonates · Protection of alcohols using 2-benzyloxy-1-methylpyridinium trifluoromethanesulfonate: methyl (R)-(-)-3-benzyloxy-2-methyl propanoate · Protection of diols with 4-(tert-butyldimethylsilyloxy)benzylidene acetal and its deprotection: ((4-((4R,5R)-4,5-diphenyl-1,3-dioxolan-2-yl)phenoxy)(tert- butyl)dimethylsilane) Metathesis5 Discussion Addendum for: Ring-closing Metathesis Synthesis of N-Boc-3-pyrroline · Preparation of a carbazole-based macrocycle via precipitation-driven alkyne metathesis · Preparation of a trisamidomolybdenum(VI) propylidyne complex (− a highly active catalyst precursor for alkyne metathesis) Disproportionation4 Cannizzaro reaction · Evans–Tishchenko reaction · Tishchenko reaction Elimination4 Chugaev elimination · Grieco elimination · Carbene generation by α-elimination with lithium 2,2,6,6-tetramethylpiperidide: 1-ethoxy-2-p-tolylcyclopropane Halogenation4 Darzens halogenation · Hell–Volhard–Zelinsky halogenation · Alkyne via solid-liquid phase-transfer catalyzed dehydrohalogenation: acetylene dicarboxaldehyde tetramethyl acetal and acetylene dicarboxaldehyde dimethyl acetal Hydrolysis3 Enantioselective hydrolysis of cis-3,5-diacetoxycyclopentene: (1R,4S)-(+)-4-hydroxy-2-cyclopentenyl acetate · Erucic acid · Glutaconaldehyde sodium salt from hydrolysis of pyridinium-1-sulfonate Electrophilic aromatic substitution2 Friedel-Crafts acylation: benzene + acetyl chloride → acetophenone · Catalytic Intramolecular Friedel-Crafts Reaction of Benzyl Meldrum's Acid Derivatives: Preparation of 5,6-Dimethoxy-2-Methyl-1-Indanone