Progress in palladium-based catalytic systems for the sustainable synthesis of annulated heterocycles: a focus on indole backbones

Chem Soc Rev. 2012 May 21;41(10):3929-68. doi: 10.1039/c2cs15350e. Epub 2012 Mar 26.

Abstract

A survey highlighting the most recent palladium catalytic systems produced and their performances for progress in direct synthesis of indole backbones by heterocarbocyclization of reactive substrates is provided. The discussion is developed in relation with the principles of sustainable chemistry concerning atom and mass economy. In this respect, the general convergent character of the syntheses is of particular interest (one-pot, domino, cascade or tandem reactions), and the substrates accessibility and reactivity, together with the final waste production, are also important. This critical review clearly indicates that the development of ligand chemistry, mainly phosphines and carbenes, in the last few decades gave a significant impetus to powerful functionalization of indoles at virtually all positions of this ubiquitous backbone (118 references).

Publication types

  • Research Support, Non-U.S. Gov't
  • Review

MeSH terms

  • Alkynes / chemical synthesis
  • Alkynes / chemistry
  • Catalysis
  • Chemistry Techniques, Synthetic / methods*
  • Indoles / chemical synthesis
  • Indoles / chemistry*
  • Ligands
  • Methane / analogs & derivatives
  • Methane / chemical synthesis
  • Methane / chemistry
  • Palladium / chemistry*
  • Phosphines / chemical synthesis
  • Phosphines / chemistry

Substances

  • Alkynes
  • Indoles
  • Ligands
  • Phosphines
  • carbene
  • Palladium
  • Methane