4.8 Article

Copper- and Iron-Catalyzed Decarboxylative Tri- and Difluoromethylation of α,β-Unsaturated Carboxylic Acids with CF3SO2Na and (CF2HSO2)2Zn via a Radical Process

Journal

ORGANIC LETTERS
Volume 15, Issue 2, Pages 406-409

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol3034059

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Funding

  1. National Science Foundation of China [21002045, 21272096]
  2. Fundamental Research Funds for the Central Universities [lzujbky-2012-55]

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A copper-catalyzed decarboxylative trifluoromethylation of various alpha,beta-unsaturated carboxylic acids by using a stable and inexpensive solid, sodium trifluoromethanesulfinate (CF3SO2Na, Langlois reagent), was developed. In addition, an Iron-catalyzed difluoromethylation of aryl-substituted acrylic acids by using zinc difluoromethanesulfinate (DFMS, (CF2HSO2)(2)Zn, Baran reagent) via a similar radical process was also achieved.

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