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Synthesis of Fully Substituted 5-( o -Hydroxybenzoyl)imidazoles via Iodine-Promoted Domino Reaction of Aurones with Amidines.

Hui XuHong ChenXiao HuGuang XuanPinhua LiZe Zhang
Published in: The Journal of organic chemistry (2022)
An iodine-promoted domino reaction of aurones with amidines has been successfully explored. The reaction proceeds in a consecutive manner containing Michael addition, iodination, cyclization from intramolecular nucleophilic substitution, and dehydrogenative aromatization from spiro ring opening. Following this novel strategy, a variety of 1,2,4-trisubstituted 5-( o -hydroxybenzoyl)imidazoles were efficiently synthesized in moderate to good yields from readily available starting materials. A plausible mechanism has been proposed.
Keyphrases
  • dual energy
  • molecular docking
  • electron transfer
  • magnetic resonance imaging