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Mild Strategy for the Preparation of Alkyl Sulfonyl Fluorides from Alkyl Bromides and Alcohols Using Photoredox Catalysis and Flow Chemistry.

Alejandro Gutiérrez GonzálezStaffan KarlssonDaniele LeonoriMateusz P Plesniak
Published in: Organic letters (2024)
Facile access to sp 3 -rich scaffolds containing a sulfonyl fluoride group is still limited. Herein, we describe a mild and scalable strategy for the preparation of alkyl sulfonyl fluorides from readily available alkyl bromides and alcohols using photoredox catalysis. This approach is based on halogen atom transfer (XAT), followed by SO 2 capture and fluorination. The method features mild conditions enabling fast access to high-value derivatives and has been scaled up to 5 g using a continuous stirred tank reactor cascade.
Keyphrases
  • visible light
  • ionic liquid
  • wastewater treatment
  • mass spectrometry
  • electron transfer
  • liquid chromatography
  • simultaneous determination