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A Copper‐Catalyzed Domino Reaction of Alkynyl Bromides and Oxazolidine‐2‐thiones: Synthesis of Thiazol‐2‐ones
Author(s) -
Xie Chunsong,
Zhang Yuhong
Publication year - 2018
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201800154
Subject(s) - oxazolidine , chemistry , domino , catalysis , copper , optically active , medicinal chemistry , organic chemistry , combinatorial chemistry , polymer chemistry
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.