4.5 Article

Electrochemical Oxidative ortho-Selective Trifluoromethylation of N-Arylamides

Journal

CHEMELECTROCHEM
Volume 9, Issue 5, Pages -

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/celc.202101411

Keywords

C-H activation; electrochemistry; gram-scale; metal-free; trifluoromethylation

Funding

  1. National Key Research and Development Program of China [2019YFA0905000]
  2. National Natural Science Foundation of China [21776130, 21878145, 22078150]

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This article presents a metal-catalyst-free and external-oxidant-free electrochemical oxidative radical C-H ortho-trifluoromethylation. The reaction specifically occurs at the ortho-position of anilides without directing groups. Various anilides show good tolerance and provide the desired products in moderate to good yields. Additionally, the gram-scale amplified product of benzanilide is obtained with a yield of 64%, demonstrating its potential for application.
A metal-catalyst-free and external-oxidant-free electrochemical oxidative radical C-H ortho-trifluoromethylation is presented. The reaction specifically occurred at the ortho-position of anilides without directing groups. Various anilides showed good tolerance to provide the desired products in moderate to good yields. In addition, the gram-scale amplified product of benzanilide was obtained with a yield of 64 %, which proved that it has a certain application potential.

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