Visible light-induced deoxygenation/cyclization of salicylic acid derivatives and aryl acetylene for the synthesis of flavonoids

Chem Commun (Camb). 2022 May 26;58(43):6348-6351. doi: 10.1039/d2cc01538b.

Abstract

A visible-light-induced photocatalytic strategy for the synthesis of flavonoids has been developed through the deoxygenative/cyclization reaction of salicylic acid derivatives with aryl acetylene using diphenyl sulfide as an O-transfer reagent. Based on the controlled experiments, the mechanism of visible-light-induced free radical coupling cyclization was proposed. The protocol obtained 51 flavonoids in good yields and has been successfully applied to the synthesis of some natural flavones.

MeSH terms

  • Acetylene*
  • Cyclization
  • Flavonoids*
  • Light
  • Salicylic Acid

Substances

  • Flavonoids
  • Salicylic Acid
  • Acetylene