Synlett 2017; 28(20): 2886-2890
DOI: 10.1055/s-0036-1588516
letter
© Georg Thieme Verlag Stuttgart · New York

Copper-Mediated Synthesis of Monofluoro Aryl Acetates via Decarboxylative Cross-Coupling

Anis Fahandej-Sadi
Department of Chemistry, University of Alberta, Edmonton, Alberta, T6G 2G2, Canada   Email: rylan.lundgren@ualberta.ca
,
Department of Chemistry, University of Alberta, Edmonton, Alberta, T6G 2G2, Canada   Email: rylan.lundgren@ualberta.ca
› Author Affiliations
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Publication History

Received: 27 May 2017

Accepted after revision: 03 July 2017

Publication Date:
08 August 2017 (online)


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Dedicated to Victor Snieckus on the occasion of his 80th birthday.

Abstract

We report the Cu-promoted oxidative cross-coupling of α-fluoromalonate half-esters and aryl boron reagents to deliver mono­fluoro α-aryl acetates under mild conditions (in air at room temperature). The reaction uses a simple, readily available monofluorinated building block to generate arylated compounds with functional groups that are not easily tolerated by existing methods, such as aryl bromides, iodides, pyridines, and pyrimidines.

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