Seyferth–Gilbert homologation

Seyferth–Gilbert homologation
Named after Dietmar Seyferth
John C. Gilbert
Reaction type Homologation reaction
Identifiers
Organic Chemistry Portal seyferth-gilbert-homologation
RSC ontology ID RXNO:0000387

The Seyferth–Gilbert homologation is a chemical reaction of an aryl ketone 1 (or aldehyde) with dimethyl (diazomethyl)phosphonate 2 and potassium tert-butoxide to give substituted alkynes 3. Dimethyl (diazomethyl)phosphonate 2 is often called the Seyferth–Gilbert reagent.

This reaction is called a homologation because the product has exactly one additional carbon more than the starting material.

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