Some properties of cyclopropenone oximes under Beckmann reaction conditions.

…, K Yoshida, H Totani, T Ogata, K Matsumoto

Index: Yoshida, Hiroshi; Yoshida, Keisuke; Totani, Hiroyuki; Ogata, Tsuyoshi; Matsumoto, Kiyoshi Bulletin of the Chemical Society of Japan, 1990 , vol. 63, # 12 p. 3579 - 3582

Full Text: HTML

Citation Number: 12

Abstract

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 ...