4.8 Article

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

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GREEN CHEMISTRY
卷 22, 期 5, 页码 1559-1564

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ROYAL SOC CHEMISTRY
DOI: 10.1039/c9gc03797g

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  1. National Natural Science Foundation of China (NSFC) [21761021, 21571094, 21861026]
  2. Natural Science Foundation of Jiangxi Province [20181BAB204003]
  3. Scientific Research and Training Program of Nanchang University [3663]

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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.

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