Synthesis of Isoselenazoles and Isothiazoles from Demethoxylative Cycloaddition of Alkynyl Oxime Ethers

Zhu-Zhu Zhang, Rong Chen, Xiao-Hong Zhang* and Xing-Guo Zhang*

*College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325035, China, Email: kamenzxhwzu.edu.cn, zxgwzu.edu.cn

Z.-Z. Zhang, R. Chen, X.-H. Zhang, X.-G. Zhang, J. Org. Chem., 2021, 86, 632-642.

DOI: 10.1021/acs.joc.0c02286

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Abstract

A base-promoted demethoxylative cycloaddition of alkynyl oxime ethers enables the synthesis of isoselenazoles and isothiazoles by using cheap and inactive Se powder or Na₂S as selenium and sulfur sources. This one pot transformation offers excellent functional group tolerance.

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Key Words

Isothiazoles

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ID: J42-Y2021