Use of cyclohexane-1,3-dione derivatives in the preparation of enaminones

Abstract

Vinylogous esters and acid halides have been compared with respect to their rates of hydrolysis and of reaction with ammonia and amines. Under alkaline conditions the vinylogous esters were hydrolysed faster than the comparable acid halides. Conversely the reaction of the vinylogous acid halides with base to give enaminones was generally faster than that of the esters. Great differences in reaction rates were observed: when tertiary enaminones are being prepared it is very advantageous to use vinylogous acid halides as starting materials.