4.8 Article

Electrocatalytic Oxidant-Free Dehydrogenative C-H/S-H Cross-Coupling

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 11, Pages 3009-3013

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201700012

Keywords

C-H functionalization; C-S bond formation; dehydrogenation; electrochemistry; radical cations

Funding

  1. National Natural Science Foundation of China [21390402, 21520102003]
  2. Ministry of Science and Technology of China [2012YQ120060]
  3. Fundamental Research Funds for the Central Universities
  4. Program of Introducing Talents of Discipline to Universities of China (111 Program)

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An environmentally friendly electrocatalytic protocol has been developed for dehydrogenative C-H/S-H crosscoupling. This method enabled C-S bond formation under catalyst-and oxidant-free conditions. Under undivided electrolysis conditions, various aryl/heteroaryl thiols and electronrich arenes afforded the C-S bond-formation products in 24-99% yield. A preliminary mechanistic study indicated that the generation of aryl radical cation intermediates is key to the success of this transformation.

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