Bulletin of the Chemical Society of Japan

Acyl Cyanide. VI. The Synthesis of 1-Cyano-1-alkenyl Esters by the Reaction of Acyl Cyanides with Acid Chlorides. Synthesis and Mechanism

A Oku, S Arita

Index: Oku,A.; Arita,S. Bulletin of the Chemical Society of Japan, 1979 , vol. 52, p. 3337 - 3341

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Citation Number: 9

Abstract

The reactions of enolizable acyl cyanides (acetyl, propionyl, isobutyryl, and diphenylacetyl cyanide) with acid chlorides (acetyl, propionyl, benzoyl, p-nitrobenzoyl, diphenylcarbamoyl, and dimethylcarbamoyl chloride) in the presence of tertiary amines gave the corresponding 1-cyano-l-alkenyl carboxylates or carbamates in good yields. Among several solvents and amines examined in the reaction of acetyl cyanide with propionyl chloride, benzene and ...