An expedient Pd/DBU mediated cyanation of aryl/heteroaryl bromides with K4[Fe(CN)6]

Chem Commun (Camb). 2012 Mar 18;48(23):2909-11. doi: 10.1039/c2cc17468e. Epub 2012 Feb 3.

Abstract

A practical Pd(PPh(3))(4)/DBU catalytic system for the synthesis of pharmaceutically relevant aminopyridine nitrile intermediates, as well as a variety of other aryl nitriles using non-toxic K(4)[Fe(CN)(6)] has been developed. The key features of our new protocol for cyanation lie in that the reaction can be carried out with readily available Pd(PPh(3))(4) under mild and green conditions, even without the assistance of other ligands.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bridged Bicyclo Compounds, Heterocyclic / chemistry*
  • Bromides / chemistry*
  • Catalysis
  • Coordination Complexes / chemistry*
  • Ferrocyanides / chemistry*
  • Ligands
  • Nitriles / chemistry
  • Palladium / chemistry*

Substances

  • Bridged Bicyclo Compounds, Heterocyclic
  • Bromides
  • Coordination Complexes
  • Ferrocyanides
  • Ligands
  • Nitriles
  • ferrocyn
  • Palladium
  • 1,8-diazabicyclo(5.4.0)undec-7-ene