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Iron-Catalyzed Oxidative Cyclization of 2-Amino Styrenes with Alcohols and Methyl Arenes for the Synthesis of Polysubstituted Quinolines.

Seok Beom LeeSimin ChunSeung Hyun ChoiJunhwa HongDong-Chan OhSuckchang Hong
Published in: The Journal of organic chemistry (2023)
Herein, we present the iron-catalyzed oxidative cyclization of alcohol/methyl arene with 2-amino styrene to synthesize polysubstituted quinoline. Low-oxidation level substrates such as alcohols and methyl arenes are converted to aldehydes in the presence of an iron catalyst and di- t -butyl peroxide. Then, the quinoline scaffold is synthesized through imine condensation/radical cyclization/oxidative aromatization. Our protocol showed a broad substrate scope, and various functionalization and fluorescence applications of quinoline products demonstrated its synthetic ability.
Keyphrases
  • room temperature
  • molecular docking
  • iron deficiency
  • randomized controlled trial
  • hydrogen peroxide
  • ionic liquid
  • staphylococcus aureus
  • amino acid
  • molecular dynamics simulations
  • water soluble
  • quantum dots