Visible-Light-Induced Annulation of Iodonium Ylides and 2-Isocyanobiaryls to Access 6-Arylated Phenanthridines

J Org Chem. 2023 Jul 7;88(13):8360-8368. doi: 10.1021/acs.joc.3c00380. Epub 2023 Jun 1.

Abstract

A 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene (4-CzIPN)-photocatalyzed cascade arylation/cyclization reaction of 2-isocyanobiaryls and iodonium ylides was established for the synthesis of 6-arylated phenanthridines. This is the first example of employing iodonium ylides as aryl radical sources in a visible-light-induced radical cascade cyclization reaction.

MeSH terms

  • Cyclization
  • Light*
  • Phenanthridines*

Substances

  • Phenanthridines