Welcome to our curated collection of "Other Name Reactions" – expanding your synthetic toolkit. Here, we delve into reactions that exemplify remarkable chemical creativity, offering unique solutions for building complexity, manipulating carbon frameworks, and achieving selective functionalization.
This dynamic resource will continuously grow to feature insightful overviews of key reactions across distinct categories, including:
- Multi-Component Reactions (MCRs): Such as Mannich reaction, Passerini reaction, and Ugi reaction.
- C-C Bond Cleavage Reactions: Such as Grob fragmentation and Haller-Bauer reaction.
- Dismutation Reactions: Such as Cannizzaro reaction.
Grob Fragmentation
A concerted base- or acid-mediated C–C bond cleavage between adjacent carbon atoms bearing leaving groups, producing an alkene and a carbonyl compound through stereoelectronically controlled antiperiplanar elimination.
Cannizzaro Reaction
A base-induced disproportionation of aldehydes lacking α-hydrogens (e.g., formaldehyde or aromatic aldehydes), resulting in simultaneous oxidation to a carboxylic acid and reduction to a primary alcohol via hydride transfer.
Haller-Bauer Reaction
The strong base-promoted cleavage of non-enolizable ketones at the carbonyl carbon, where an alkyl/aryl group is extruded as a hydrocarbon and the carbonyl fragment is trapped as a arboxylic acid derivative.
Mannich Reaction
A three-component condensation of a carbonyl compound with an α-hydrogen, formaldehyde, and a primary/secondary amine to form a β-amino carbonyl product ("Mannich base") via an iminium ion intermediate.
Ugi Reaction
A multi-component reaction between an amine, a carbonyl compound (aldehyde or ketone), a carboxylic acid, and an isocyanide to form a bis-amide product.
Passerini Reaction
A multi-component reaction between a carbonyl compound (aldehyde or ketone), a carboxylic acid, and an isocyanide to form an α-acyloxy amide.
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