One-pot gold-catalyzed synthesis of azepino[1,2-a]indoles

Angew Chem Int Ed Engl. 2012 Sep 24;51(39):9891-5. doi: 10.1002/anie.201205463. Epub 2012 Sep 3.

Abstract

Indoles from scratch: A gold(I)/N-heterocyclic carbene complex (IPr=1,3-di(isopropylphenyl)imidazol-2-ylidene) was found to be particularly effective as a catalyst, enabling the one-pot synthesis of tricyclic azepinoindoles by an unprecedented cascade reaction. Readily available substrates, high chemoselectivity, good yields, and water as the only stoichiometric by-product are some of the main advantages of this method.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Azepines / chemical synthesis*
  • Azepines / chemistry
  • Catalysis
  • Indoles / chemical synthesis*
  • Indoles / chemistry
  • Methane / analogs & derivatives*
  • Methane / chemistry
  • Organogold Compounds / chemistry*

Substances

  • Azepines
  • Indoles
  • Organogold Compounds
  • carbene
  • Methane