Visible-Light-Induced Palladium-Catalyzed Construction of Polyarylfuran Skeletons via Cascade Aryl Radical Cyclization and C(sp3)-P(V) Bond Cleavage

Org Lett. 2023 Jun 30;25(25):4720-4724. doi: 10.1021/acs.orglett.3c01680. Epub 2023 Jun 20.

Abstract

Herein, a novel and expedient method was established for the synthesis of polyarylfuran derivatives. The coupling of allenylphosphine oxide and bromophenol or bromonaphthol enabled by visible light and palladium catalysis directly furnishes polyarylfuran skeletons, which involves a radical tandem cyclization and cascade C(sp3)-P(V) bond cleavage. This protocol features easy operation, a broad substrate scope, and a high step economy, affording polyarylfurans in moderate to good yields.

MeSH terms

  • Catalysis
  • Cyclization
  • Light*
  • Palladium* / chemistry

Substances

  • Palladium