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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 (free Supporting Information)


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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


ID: J42-Y2021