Issue 1, 2015

Synthesis of diaryldifluoromethanes by Pd-catalyzed difluoroalkylation of arylboronic acids

Abstract

Diaryldifluoromethanes constitute a distinct class of fluorinated compounds in medicinal chemistry. But only limited methods to access this structural motif have been reported. Herein, we demonstrate the first example of Pd-catalyzed aryldifluoromethylation of arylboronic acids with readily available aryldifluoromethyl bromides. Because of its high efficiency, excellent functional group compatibility, and mild reaction conditions, this protocol provides a facile access to diaryldifluoromethanes. Preliminary mechanistic studies revealed that a Pd(0)Ln-initiated single electron transfer (SET) pathway is involved in the catalytic cycle.

Graphical abstract: Synthesis of diaryldifluoromethanes by Pd-catalyzed difluoroalkylation of arylboronic acids

Supplementary files

Article information

Article type
Research Article
Submitted
10 Sep 2014
Accepted
13 Nov 2014
First published
14 Nov 2014

Org. Chem. Front., 2015,2, 38-41

Author version available

Synthesis of diaryldifluoromethanes by Pd-catalyzed difluoroalkylation of arylboronic acids

J. Gu, W. Guo and X. Zhang, Org. Chem. Front., 2015, 2, 38 DOI: 10.1039/C4QO00246F

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