Issue 59, 2015

Direct photocatalytic fluorination of benzylic C–H bonds with N-fluorobenzenesulfonimide

Abstract

The late-stage fluorination of common synthetic building blocks and drug leads is an appealing reaction for medicinal chemistry. In particular, fluorination of benzylic C–H bonds provides a means to attenuate drug metabolism at this metabolically labile position. Here we report two complimentary strategies for the direct fluorination of benzylic C–H bonds using N-fluorobenzenesulfonimide and either a decatungstate photocatalyst or AIBN-initiation.

Graphical abstract: Direct photocatalytic fluorination of benzylic C–H bonds with N-fluorobenzenesulfonimide

Supplementary files

Article information

Article type
Communication
Submitted
16 May 2015
Accepted
15 Jun 2015
First published
24 Jun 2015

Chem. Commun., 2015,51, 11783-11786

Author version available

Direct photocatalytic fluorination of benzylic C–H bonds with N-fluorobenzenesulfonimide

M. B. Nodwell, A. Bagai, S. D. Halperin, R. E. Martin, H. Knust and R. Britton, Chem. Commun., 2015, 51, 11783 DOI: 10.1039/C5CC04058B

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