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Catalyst-free generation of acyl radicals induced by visible light in water to construct C-N bonds.

Maogang RanJiaxin HeBoyu YanWenbo LiuYi LiYunfen FuChao-Jun LiQiuli Yao
Published in: Organic & biomolecular chemistry (2021)
We describe herein a catalyst-free and redox-neutral photochemical strategy for the direct generation of acyl radicals from α-diketones, and its selective conversion of nitrosoarenes to hydroxyamides or amides with AcOH or NaCl as an additive. The reaction was carried out under mild conditions in water with purple LEDs as the light source. A broad scope of substrates was demonstrated. Mechanistic experiments indicate that α-diketones cleave to give acyl radicals, with hydroxyamides being further reduced to amides.
Keyphrases
  • visible light
  • fatty acid
  • room temperature
  • ionic liquid
  • reduced graphene oxide
  • highly efficient
  • metal organic framework