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

Xiaoxu Qi; Pinhong Chen; Guosheng Liu

doi:10.1002/anie.201703841

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

Angew Chem Int Ed Engl. 2017 Aug 1;56(32):9517-9521. doi: 10.1002/anie.201703841. Epub 2017 Jul 6.

Authors

Xiaoxu Qi¹, Pinhong Chen¹, Guosheng Liu¹

Affiliation

¹ State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032, China.

PMID: 28608448
DOI: 10.1002/anie.201703841

Abstract

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.

Keywords: C−H activation; alkenes; fluorine; palladium catalysis; trifluoromethoxylation.

Publication types

Research Support, Non-U.S. Gov't