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Visible-Light-Induced Transition-Metal-Free Nitrogen-Centered Radical Strategy for the Synthesis of 2-Acylated 9H-Pyrrolo[1,2-a]indoles.

Wen-Qin YuJun XieZan ChenBi-Quan XiongYu LiuKe-Wen Tang
Published in: The Journal of organic chemistry (2021)
A convenient and efficient visible-light-induced tandem acylation/cyclization of N-propargylindoles with aryl- or alkyl-substituted acyl oxime esters for the synthesis of 2-acyl-substituted 9H-pyrrolo[1,2-a]indoles under transition-metal-free conditions, which proceeds via nitrogen-centered radical-mediated cleavage of the C-C σ-bond in acyl oxime esters, is established. The aryl or alkyl acyl radicals, which come from acyl oxime esters, attack the C-C triple bonds in N-propargylindoles and then go through intramolecular cyclization/isomerization.
Keyphrases
  • visible light
  • transition metal
  • fatty acid
  • ionic liquid
  • high glucose
  • oxidative stress
  • diabetic rats
  • transcription factor
  • dna binding