4.4 Article

Electrochemical-induced regioselective C-3 thiocyanation of imidazoheterocycles with hydrogen evolution

期刊

TETRAHEDRON LETTERS
卷 65, 期 -, 页码 -

出版社

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2020.152755

关键词

Electro-oxidative; Thiocyanation; Imidazoheterocycles; Hydrogen evolution; Cross-coupling

资金

  1. Natural Science Foundation of Anhui Province of China [2008085QB65]
  2. Talent Project of Fuyang Normal University [2018kyqd0019]
  3. Key Program of Educational Commission of Anhui Province of China [KJ2020A0088, KJ2019A0545]
  4. College Students Innovative Entrepreneurial Training Plan Program [S201910371059]

向作者/读者索取更多资源

This direct and efficient protocol allows for the thiocyanation of imidazoheterocycles with hydrogen evolution under electrochemical oxidation. Various important thiocyanated and selenocyanated imidazoheterocycles can be synthesized in moderate to excellent yields and easily scaled up. Mechanistic studies suggest that aryl radical cation is a key intermediate in this transformation.
A direct and efficient protocol for thiocyanation of imidazoheterocycles accompanying with the hydrogen evolution under electrochemical oxidation has been described. Various important thiocyanated and selenocyanated imidazoheterocycles have been constructed through this method in moderate to excellent yields and can easily be scaled up. Further mechanistic studies suggest that aryl radical cation is the key intermediate in this transformation. (C) 2021 Elsevier Ltd. All rights reserved.

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