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Radical Fluorosulfonyl Heteroarylation of Unactivated Alkenes with Quinoxalin-2(1 H )-ones and Related N-Heterocycles.

Lu LinPeng WangTao DongGavin Chit TsuiSaihu Liao
Published in: Organic letters (2023)
The incorporation of sulfonyl fluoride groups into molecules has been proved effective to enhance their biological activities or introduce new functions. Herein, we report a transition-metal-free and visible-light-mediated radical 1-fluorosulfonyl-2-heteroarylation of alkenes, which could allow access to a series of SO 2 F-containing quinoxalin-2(1 H )-ones, which are a critical structural motif widely present in a number of biologically active molecules. Further application of the method to the modification of other heterocycles and drug molecules as well as ligation chemistry via SuFEx click reactions is also demonstrated.
Keyphrases
  • visible light
  • drinking water
  • drug induced