4.8 Article

Catalytic Oxidative Trifluoromethoxylation of Allylic C-H Bonds Using a Palladium Catalyst

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 32, Pages 9517-9521

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201703841

Keywords

alkenes; C-H activation; fluorine; palladium catalysis; trifluoromethoxylation

Funding

  1. National Basic Research Program of China [973-2015CB856600]
  2. National Nature Science Foundation of China [21225210, 21532009, 21472219, 21421091]
  3. Program of Shanghai Academic/Technology Research Leader [17XD1404500]
  4. Chinese Academy of Sciences [XDB20000000, QYZDJ-SSW-SLH055]
  5. CAS Interdisciplinary Innovation Team

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A catalytic intermolecular allylic C-H trifluoromethoxylation reaction of alkenes has been developed based on the use of a palladium catalyst, CsOCF3 as the trifluoromethoxide source, and benzoquinone as the oxidant. This reaction provides an efficient route for directly accessing allylic trifluoromethoxy derivatives with excellent regioselectivities from terminal alkenes via an allylic C-H bond activation process.

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