4.8 Article

Electrochemical Difluoromethylation of Electron-Deficient Alkenes

Journal

CHEMSUSCHEM
Volume 12, Issue 13, Pages 3060-3063

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/cssc.201803058

Keywords

alkene difunctionalization; C-H functionalization; difluoromethylation; electrosynthesis; radicals

Funding

  1. Ministry of Science and Technology of the People's Republic of China [2016YFA0204100] Funding Source: Medline
  2. National Natural Science Foundation of China [21672178] Funding Source: Medline

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Electrochemical 1,2-hydroxydifluoromethylation and C-H difluoromethylation of acrylamides were developed by using CF(2)HSO(2)NHNHBoc as the source of the CF2H group. These electricity-powered oxidative alkene functionalization reactions do not need transition-metal catalysts or chemical oxidants. The reaction outcome, 1,2-difuntionalization or C-H functionalization, is determined by the substituents on the amide nitrogen atom of the acrylamides instead of by the reaction conditions.

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