The Journal of Organic Chemistry

Oxidative functionalization of the. beta.-carbon in. alpha.,. beta.-unsaturated systems. Preparation of 3-phenylthio enones, acrylates, and other vinyl derivatives

P Bakuzis, MLF Bakuzis

文献索引：Bakuzis, Peter; Bakuzis, Marinalva L. F. Journal of Organic Chemistry, 1981 , vol. 46, # 2 p. 235 - 239

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被引用次数: 124

摘要

The 8-carbon of cy, 8-unsaturated ketones, esters, lactones, and nitriles can be oxidatively functiondized in a regiospecific manner in a simple sequence of reactions. Michael addition of thiophenol followed by oxidation with N-chlorosuccinimide gives chloro sulfides that readily lose HCl to give 3-phenylthio enones, acrylates, and other vinyl derivatives.