4.8 Article

Silver-Catalyzed Oxidative Activation of Benzylic C-H Bonds for the Synthesis of Difluoromethylated Arenes

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 23, Pages 5955-5958

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201400225

Keywords

arenes; C-H activation; fluorination; silver; synthetic methods

Funding

  1. State Key Laboratory of Elemento-Organic Chemistry
  2. 1000 Youth Talents Plan
  3. Natural Science Foundation of Tianjin [13JCYBJC36500]

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A mild and catalytic method to form difluoromethylated arenes through the activation of benzylic C-H bonds has been developed. Utilizing AgNO3 as the catalyst, various arenes with diverse functional groups undergo activation/fluorination of benzylic C-H bonds with commercially available Selectfluor reagent as a source of fluorine in aqueous solution. The reaction is operationally simple and amenable to gram-scale synthesis.

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