Some Properties of Cyclopropenone Oximes under Beckmann Reaction Conditions

Article abstract of DOI:10.1246/bcsj.63.3579

The reaction of diphenylcyclopropenone oxime (1a) with acetyl or tosyl isocyanate, carboxylic anhydrides, or nitrohalobenzenes yielded the cyclopropenone O-substituted oxime derivatives.Treating with thionyl bromide and chloride 1a gave 3-haloacrylonitriles.Whereas 1a as well as other cyclopropenone oximes, were stable under acidic conditions, heating in methanolic sodium hydroxide gave the ring-opened α,α-dimethoxyketones oximes.