4.8 Article

Visible-Light-Driven Photoredox-Catalyzed Three-Component Radical Cyanoalkylfluorination of Alkenes with Oxime Esters and a Fluoride Ion

Journal

ORGANIC LETTERS
Volume 23, Issue 17, Pages 6987-6992

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c02686

Keywords

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Funding

  1. NNSFC [21971081, 91856119, 22171099, 21820102003, 91956201, 21901080]
  2. Open Research Fund of School of Chemistry and Chemical Engineering, Henan Normal University [2021YB02]
  3. Program of Introducing Talents of Discipline to Universities of China (111 Program) [B17019]

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A metal-free, photoredox-catalyzed three-component cyanoalkylfluorination reaction has been reported, providing a convenient and efficient method for the synthesis of diverse cyanoalkylfluorinated products from readily available substrates under mild and redox-neutral conditions. The protocol shows excellent functional group tolerance and is suitable for cyanoalkylfluorination of pharmaceutically relevant molecule-derived alkenes.
A metal-free, photoredox-catalyzed three-component cyanoalkylfluorination of alkenes under mild and redox-neutral conditions is reported. This protocol features use of readily available alkenes, oxime esters, and cost-effective nucleophilic fluoride reagents, giving diverse cyanoalkylfluorinated products with generally good yields. Excellent functional group tolerance and mild reaction conditions also render this protocol suitable for cyanoalkylfluorination of pharmaceutically relevant molecule-derived alkene.

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