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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.