4.8 Article

Silver-Promoted Oxidative Benzylic C-H Trifluoromethoxylation

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 40, Pages 13266-13270

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201807144

Keywords

C-H functionalization; fluorine; reaction mechanisms; silver; synthetic methods

Funding

  1. State Key Laboratory of Elemento-organic Chemistry
  2. National Key Research and Development Program of China [2016YFA0602900, 2018YFA0306002]
  3. NFSC [21522205, 21672110]
  4. Fundamental Research Funds for the Central Universities

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A silver-promoted oxidative benzylic C-H trifluoromethoxylation has been reported for the first time. With trifluoromethyl arylsulfonate as the trifluoromethoxylation reagent, various arenes, having diverse functional groups, undergo trifluoromethoxylation of their benzylic C-H bonds to form trifluoromethyl ethers under mild reaction conditions. In addition, the trifluoromethoxylation and the fluorination of methyl groups of electron-rich arenes have been achieved to prepare -fluorobenzyl trifluoromethyl ethers in one step.

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