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A dual photoredox-nickel strategy for remote functionalization via iminyl radicals: radical ring-opening-arylation, -vinylation and -alkylation cascades.

Elizabeth M DaunceyShashikant U DigheJames J DouglasDaniele Leonori
Published in: Chemical science (2019)
A divergent strategy for the remote arylation, vinylation and alkylation of nitriles is described. These processes proceed through the photoredox generation of a cyclic iminyl radical and its following ring-opening reaction. The distal nitrile radical is then engaged in nickel-based catalytic cycles to form C-C bonds with aryl bromides, alkynes and alkyl bromides.
Keyphrases
  • visible light
  • reduced graphene oxide
  • ionic liquid
  • carbon nanotubes
  • metal organic framework
  • gold nanoparticles