Syntheses of Benzo[c]Chromen-6-ones by Palladium Catalyzed C-H Bond Activation using Diazonium Salts

Nat Prod Commun. 2017 Apr;12(4):537-540.

Abstract

An efficient palladium catalyzed C-H bond activation for the synthesis of benzo[c]chromen-6-ones using diazonium salts is described. In the presence of Pd(OAc)2, dppp, PivOH and K2CO3, the diazonium salt can be transformed into the product through a denitrogenation/C-H bond activation/cyclization sequence in acetonitrile. Altogether, nine structurally diverse substituted benzoLc]chromen-6-ones were prepared in excellent yields through two different methods.

MeSH terms

  • Catalysis
  • Cyclization
  • Diazonium Compounds / chemistry*
  • Heterocyclic Compounds / chemistry*
  • Molecular Structure
  • Palladium / chemistry*

Substances

  • Diazonium Compounds
  • Heterocyclic Compounds
  • Palladium