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Synthesis of Acylation Polycyclic Derivatives via Regioselective Acylation/Cyclization of 1,7-Dienes with Acyl Oxime Esters.

Shun-Dan LiBi-Quan XiongKe-Wen TangLong-Jin ZhongYu Liu
Published in: The Journal of organic chemistry (2024)
A visible-light-induced radical cascade regioselective acylation/cyclization of 1,7-dienes with acyl oxime esters for the preparation of acylation polycyclic compounds via NCR-mediated C-C σ-bond cleavage is established. The transformation involves the cleavage of the C-C σ-bond in acyl oxime esters and selective addition of the electron neutral C═C bonds in 1,7-dienes for the synthesis of acyl polycyclic quinolinone derivatives, not the traditional seven-membered ring products. The strategy offers several advantages, including broad substrate tolerance, no need for bases, hyperstoichiometric radical initiators, and other auxiliaries.
Keyphrases
  • fatty acid
  • transition metal
  • structure activity relationship
  • molecularly imprinted
  • mass spectrometry
  • amino acid
  • high resolution