4.6 Article

Direct Aromatic C-H Trifluoromethylation via an Electron-Donor-Acceptor Complex

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 21, Issue 23, Pages 8355-8359

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201500896

Keywords

arenes; C-H functionalization; donor-acceptor systems; electron transfer; trifluoromethylation

Funding

  1. 973 Program [2011CB808600]
  2. 863 program [2013AA092903]
  3. National Natural Science Foundation of China [21472084, 21290192]
  4. Natural Science Foundation of Jiangsu Province [BK20131266]

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A novel electron-donor-acceptor (EDA) complex-mediated direct CH trifluoromethylation of arenes with Umemoto's reagent has been developed. This transformation has been enabled by an unprecedented EDA complex formed by Umemoto's reagent and an amine, which was supported by experiments and theoretical calculations. The radical-based methodology presented here allows to access highly-functionalized trifluoromethyl arenes in up to 81% chemical yield.

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