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. 2012 Jan 9;51(2):536-9.
doi: 10.1002/anie.201106668. Epub 2011 Nov 14.

A general strategy for the perfluoroalkylation of arenes and arylbromides by using arylboronate esters and [(phen)CuR(F)]

Nichole D Litvinas  1 , Patrick S Fier, John F Hartwig
Affiliations

A general strategy for the perfluoroalkylation of arenes and arylbromides by using arylboronate esters and [(phen)CuR(F)]

Nichole D Litvinas et al. Angew Chem Int Ed Engl. .

Abstract

A versatile method for the synthesis of aryl perfluoroalkanes from arenes and aryl bromides is described. Substituted arenes or aryl bromides are converted in situ to an aryl boronate ester that readily undergoes perfluoroalkylation in air with [(phen)CuR(F)]. A broad range of aryl bromide substrates were perfluoroalkylated in good yield for the first time. [(phen)CuCF(3)] is now commercially available and has been prepared on 20 g scale.

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Figures

Scheme 1
Scheme 1
Copper-mediated trifluoromethylation of arenes and aryl bromides.
See this image and copyright information in PMC

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