title: 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.
authors.affiliation: Department of Chemistry, Simon Fraser University, Burnaby, British Columbia V5A1S6, Canada. rbritton@sfu.ca.
authors.forename: Matthew B
authors.initials: MB
authors.lastname: Nodwell
authors.forename: Abhimanyu
authors.initials: A
authors.lastname: Bagai
authors.forename: Shira D
authors.initials: SD
authors.lastname: Halperin
authors.forename: Rainer E
authors.initials: RE
authors.lastname: Martin
authors.forename: Henner
authors.initials: H
authors.lastname: Knust
authors.forename: Robert
authors.initials: R
authors.lastname: Britton
mesh_terms: D001593:Benzyl Compounds / Q000737:chemistry*; D002384:Catalysis; D006845:Hydrocarbons, Fluorinated / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D055668:Photochemical Processes; D013449:Sulfonamides / Q000737:chemistry*; D000096926:Benzenesulfonamides
chemical_list: D001593:Benzyl Compounds; D006845:Hydrocarbons, Fluorinated; D013449:Sulfonamides; C523711:N-fluorobenzenesulfonimide; D000096926:Benzenesulfonamides