Selective [3 + 2] cycloaddition reaction of isothiazol‐3(2h)‐ones with in situ formed azomethine ylide to thiazolidines and oxazolidines

Author:

Jin Wen Bin12,Wang Zhen23,Yang Wei1,Zhang Die1,Ning Jin Hua1,Ke Jing1,Hou An Guo1,Chen Lin Yun1,Ma Yun Shu1

Affiliation:

1. Key Laboratory of External Drug Delivery System and Preparation Technology in Universities of Yunnan and Faculty of Chinese Materia Medica Yunnan University of Chinese Medicine Kunming China

2. State Key Laboratory of Chemical Biology and Drug Discovery and Department of Applied Biology and Chemical Technology The Hong Kong Polytechnic University Hong Kong China

3. Patent Examination Cooperation Hubei Center of the Patent Office Wuhan China

Abstract

AbstractNovel selective [3 + 2] cycloaddition reactions between in situ formed nonstabilized azomethine ylide generated from N‐benzyl‐1‐methoxy‐N‐((trimethylsilyl)methyl)methanamine enabled by Lewis acids and bioactive molecules isothiazol‐3(2H)‐ones have been developed. The reaction selectively afforded novel thiazolidines or cyclo‐fused oxazolidinones depending on Lewis acid catalyst system of reaction used.

Funder

National Natural Science Foundation of China

Natural Science Foundation of Yunnan Province

Publisher

Wiley

Subject

Organic Chemistry

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