Trifluoromethylation and Pentafluoroethylation of Vinylic Halides with Low-Cost R_fH-Derived CuR_f (R_f = CF₃, C₂F₅)

Abstract

A variety of vinylic bromides and iodides undergo smooth trifluoromethylation and pentafluoroethylation with R_fH-derived CuR_f (R_f = CF₃, C₂F₅) to give the corresponding fluoroalkylated olefins. These reactions employing the low-cost CuR_f reagents occur in high yield with excellent chemo- and stereoselectivity under mild conditions (23–80 °C). Crystal structures of one trifluoromethyl and one pentafluoroethyl derivative have been determined.

Key words

trifluoromethylation - pentafluoroethylation - vinylic halides - copper - cross-coupling

• References and Notes


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• 20 CCDC-1026478 (2e) and CCDC-1026964 (3s) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from the Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.
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