Fluoroalkyl sulfides as photoredox-active coupling reagents for alkene difunctionalization

Chem Commun (Camb). 2020 Aug 19;56(66):9453-9456. doi: 10.1039/d0cc04617e.

Abstract

A visible-light-promoted fluoroalkylation-thiolation of alkenes is described. A 4-tetrafluoropyridinylthio fragment serves as a photoredox-active group in the initiation step and undergoes a radical group transfer, which is important for the reaction efficiency. In the primary products, the pyridinylthio substituent may be further functionalized via radical processes or an aromatic substitution reaction.

MeSH terms

  • Alkenes / chemistry*
  • Alkylation
  • Halogenation
  • Imines / chemical synthesis
  • Imines / chemistry
  • Light*
  • Magnetic Resonance Spectroscopy
  • Oxidation-Reduction
  • Stereoisomerism
  • Sulfides / chemistry*

Substances

  • Alkenes
  • Imines
  • Sulfides