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Cascade cyclization for the synthesis of indolo[2,1-α]isoquinoline derivatives via visible-light-induced halogen-atom-transfer (XAT) and hydrogen-atom-transfer (HAT).

Na MaLin GuoZheng-Jia ShenDan QiChao YangWujiong Xia
Published in: Organic & biomolecular chemistry (2022)
A transition metal-free photoredox cascade cyclization is herein reported. In this protocol, sustainable visible light was used as the energy source and organic light-emitting molecule eosin Y served as an efficient photocatalyst. A variety of easily available 2-aryl- N -acryloyl indoles can readily react with alkyl radicals, which are generated from organohalides and tertiary amines via either the halogen-atom-transfer (XAT) or the hydrogen-atom-transfer (HAT) process, furnishing the desired indolo[2,1-α]isoquinoline derivatives in good to moderate yields. This protocol features broad substrate scope and good functional group tolerance under mild conditions.
Keyphrases
  • visible light
  • electron transfer
  • molecular dynamics
  • randomized controlled trial
  • ionic liquid
  • structure activity relationship
  • transition metal
  • structural basis