Photoredox/Palladium Dual Catalysis for Site-Selective C-H Arylation and Acylation of N-Protected Carbazoles in Visible Light

J Org Chem. 2023 Jul 7;88(13):8600-8608. doi: 10.1021/acs.joc.3c00511. Epub 2023 Jun 15.

Abstract

An unprecedented C-1 selective mono-arylation/acylation of N-protected carbazoles with aryl diazonium salts/glyoxylic acids has been developed in visible light by dual catalytic system comprising of Eosin Y and palladium acetate. The methodology has good functional group tolerance and high regioselectivity and furnishes the monosubstituted products in moderate to good yields at room temperature.

MeSH terms

  • Acylation
  • Carbazoles*
  • Catalysis
  • Light
  • Palladium*

Substances

  • Palladium
  • Carbazoles