Facile synthesis of 4- and 7-azaindoles from the corresponding imines by palladium-catalyzed cascade C-C and C-N coupling

Org Biomol Chem. 2015 Jun 7;13(21):6047-58. doi: 10.1039/c5ob00720h.

Abstract

The cyclization of 2,3-dihalopyridines with readily available imines provides a convenient and regioselective approach to 4- and 7-azaindoles. The regioselectivity can be controlled by the choice of the halogen atoms at the pyridine ring (chlorine versus bromine).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Cyclization
  • Halogenation
  • Imines / chemical synthesis
  • Imines / chemistry*
  • Indoles / chemical synthesis*
  • Indoles / chemistry
  • Models, Molecular
  • Palladium / chemistry*
  • Pyridines / chemical synthesis
  • Pyridines / chemistry*

Substances

  • 7-azaindole dimer
  • Imines
  • Indoles
  • Pyridines
  • Palladium