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Metal-free defluorinative arylation of trifluoromethyl alkenes via photoredox catalysis.

Rebecca J WilesJames P PhelanGary A Molander
Published in: Chemical communications (Cambridge, England) (2019)
Literature methods to access gem-difluoroalkenes are largely limited to harsh, organometallic-based methods, and known photoredox-mediated processes are not amenable to aryl radical addition to trifluoromethyl alkenes. A metal-free, functional group-tolerant method for the preparation of benzylic gem-difluoroalkenes is described. Halogen atom abstraction from (hetero)aryl halides generates aryl radicals that undergo a defluorinative arylation of α-trifluoromethyl alkenes, tolerating electronically disparate aryl radicals and α-trifluoromethyl alkenes.
Keyphrases
  • visible light
  • systematic review
  • molecular dynamics
  • mass spectrometry
  • high resolution
  • solid phase extraction