Asian Journal of Organic Chemistry 2018-04-14

A Copper‐Catalyzed Domino Reaction of Alkynyl Bromides and Oxazolidine‐2‐thiones: Synthesis of Thiazol‐2‐ones

Chunsong Xie; Yuhong Zhang

Index: 10.1002/ajoc.201800154

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Abstract

A copper‐catalyzed cyclization of alkynyl bromides and oxazolidine‐2‐thiones is described. C−N and C−S bonds are simultaneously constructed and a multi‐step process occurred to give the five‐member heterocycles of thiazol‐2‐ones containing 2‐alkylthio‐oxazolines. Optically active oxazolidine‐2‐thiones undergo the cyclization with complete retention of configuration.