4.7 Article

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

Journal

CHEMICAL COMMUNICATIONS
Volume 51, Issue 59, Pages 11783-11786

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c5cc04058b

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Funding

  1. NSERC Discovery Grant
  2. MSFHR Career Investigator Award
  3. NSERC Postgraduate Scholarship
  4. Hoffmann-La Roche PostDoc Fellowship (RPF)

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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.

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