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

Wen Bin Jin; Wei Yang; Die Zhang; Jin Hua Ning; Jing Ke; An Guo Hou; Lin Yun Chen; Yun Shu Ma

doi:10.1002/jhet.4668

journal article Jun 05, 2023

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

Wen Bin Jin Wei Yang

Die Zhang Jin Hua Ning Jing Ke

An Guo Hou Lin Yun Chen Yun Shu Ma

Journal of Heterocyclic Chemistry Vol. 60 No. 8 pp. 1383-1393 · Wiley

View at Publisher Save 10.1002/jhet.4668

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.

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Published: Jun 05, 2023
Vol/Issue: 60(8)
Pages: 1383-1393
License: View

Authors

W

Wen Bin Jin

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; 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

W

Wei Yang