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Electrochemical Benzylic C(sp3)-H Isothiocyanation

Shanxue Zhang, Yufeng Li, Tao Wang, Ming Li, Lirong Wen* and Weisi Guo*

*College of Chemistry and Molecular Engineering, Qingdao University of Science & Technology, Qingdao 266042, China, Email: wenlirongqust.edu.cn. wsguoqust.edu.cn

S. Zhang, Y. Li, T. Wang, M. Li, L. Wen, W. Gup, Org. Lett., 2022, 24, 1742-1746.

DOI: 10.1021/acs.orglett.2c00415


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Abstract

An electrochemical benzylic isothiocyanation provides isothiocyanate derivatives in a highly chemo- and site-selective manner under external oxidant-free conditions. The method exhibits high functional group compatibility and is suitable for late-stage functionalization of bioactive molecules.


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proposed mechanism



Key Words

isothiocyanation, electrochemistry


ID: J54-Y2022