4.7 Article

Electrochemical Synthesis Strategy for Cvinyl-CF3 Compounds through Decarboxylative Trifluoromethylation

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 84, Issue 9, Pages 5980-5986

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.9b00766

Keywords

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Funding

  1. Foundation of the Department of Education of Guangdong Province [2017ZDXM08S]
  2. Foundation for Young Talents
  3. Chemical Industry Collaborative Innovation Center of Yueshan Town [368]

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An efficient decarboxylative trifluoromethylation of alpha,beta-unsaturated carboxylic acids using the Langlois reagent as a trifluoromethyl precursor has been achieved by an electro-oxidative strategy. Under catalyst-free and external oxidant-free electrolysis conditions, a series of C-vinyl-CF3 compounds are obtained with a high regioselectivity in good yields. The successful trapping of the CF3 radical by a scavenger has confirmed that radical processes are involved in this system.

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