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An electrochemical method for deborylative seleno/thiocyanation of arylboronic acids under catalyst- and oxidant-free conditions

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Abstract

An electrochemical deborylative seleno/thiocyanation of arylboronic acids has been well established to synthesize the corresponding aryl seleno/thiocyanates with good functional group tolerance under ambient conditions. A gram-scale reaction has been performed to highlight the advantages of the protocol. Preliminary mechanistic studies indicate that the oxidation of the seleno/thiocyanate anion occurs prior to that of the arylboronic acid substrate in galvanostatic mode, and that free radicals are involved in the process.

Graphical abstract: An electrochemical method for deborylative seleno/thiocyanation of arylboronic acids under catalyst- and oxidant-free conditions

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Article information


Submitted
05 Nov 2019
Accepted
28 Jan 2020
First published
04 Feb 2020

Green Chem., 2020, Advance Article
Article type
Communication

An electrochemical method for deborylative seleno/thiocyanation of arylboronic acids under catalyst- and oxidant-free conditions

D. He, J. Yao, B. Ma, J. Wei, G. Hao, X. Tuo, S. Guo, Z. Fu and H. Cai, Green Chem., 2020, Advance Article , DOI: 10.1039/C9GC03797G

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