Metal-Free Oxidative Thioesterification of Methyl Ketones with Thiols/Disulfides for the Synthesis of α-Ketothioesters

Biao Hu, Pan Zhou, Qiaohe Zhang, Yanqin Wang, Siyun Zhao, Lingling Lu, Shengjiao Yan*, Fuchao Yu*

*Yunnan University, Kunming 650091; Kunming University of Science and Technology, Kunming 650500, People's Republic of China, Email: yansjynu.edu.cn, yufuchao05126.com

B. Hu, Pan Zhou, Q. Zhang, Y. Wang, S. Zhao, L. Lu, S. Yan, F. Yu, J. Org. Chem., 2018, 83, 14978-14986.

DOI: 10.1021/acs.joc.8b02235

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Abstract

A direct C_sp3-H bond oxidative thioesterification of methyl ketones with aromatic thiols/disulfides is promoted by TBAI/K₂S₂O₈ to provide functionalized α-ketothioesters. This efficient reaction offers large-scale applicability and broad functional group tolerance.

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Key Words

thioesterification, potassium peroxydisulfate

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ID: J42-Y2018