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Cu-Catalyzed Oxidative Thioesterification of Aroylhydrazides with Disulfides

Shimin Xie, Lebin Su, Min Mo, Wang Zhou, Yongbo Zhou and Jianyu Dong*

*Department of Educational Science, Hunan First Normal University, Changsha 410205, China, Email: djyustchotmail.com

S. Xie, L. Su, M. Mo, W. Zhou, Y. Zhou, J. Dong, J. Org. Chem., 2021, 86, 739-749.

DOI: 10.1021/acs.joc.0c02328 (free Supporting Information)


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Abstract

A copper-catalyzed oxidative coupling of readily available aroylhydrazides with disulfides enables an alternative thioesterification reaction, in which oxidative expulsion of N2 overcomes the activation barrier between the carboxylic acid derivatives and the products. The reaction produces various thioesters in good to excellent yields with good functional group tolerance.

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Key Words

thioesterification, ammonium peroxydisulfate


ID: J42-Y2021