Copper‐Catalyzed Cascade Acylation/Coupling Cyclization Process for the Synthesis of Polycyclic Fused Imidazo[2,1‐ ‐b ][1,3]thiazinones | Zendy

Wang Zhiming | Zendy; Yu Bin | Zendy; Zhang Xiuqin | Zendy; Sun Xiaoqiang | Zendy; Bao Weiliang | Zendy

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Copper‐Catalyzed Cascade Acylation/Coupling Cyclization Process for the Synthesis of Polycyclic Fused Imidazo[2,1‐ ‐b ][1,3]thiazinones

Author(s) -

Wang Zhiming,

Yu Bin,

Zhang Xiuqin,

Sun Xiaoqiang,

Bao Weiliang

Publication year - 2011

Publication title -

chinese journal of chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.28

H-Index - 41

eISSN - 1614-7065

pISSN - 1001-604X

DOI - 10.1002/cjoc.201100350

Subject(s) - chemistry , acylation , intramolecular force , cascade , catalysis , intermolecular force , yield (engineering) , combinatorial chemistry , coupling (piping) , copper , medicinal chemistry , stereochemistry , organic chemistry , molecule , mechanical engineering , materials science , chromatography , engineering , metallurgy

A new and efficient cascade synthesis of polycyclic fused imidazo[2,1 ‐b ][1,3]thiazinones has been developed. This protocol includes an intermolecular N ‐acylation followed by a copper‐catalyzed intramolecular CS coupling reaction. The methodology is applied to a wide range of 2‐iodo, 2‐bromo, and 2‐chloro benzoyl chlorides to yield the polycyclic fused imidazo[2,1 ‐b ][1,3]thiazinones in good to excellent yields.

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