Silver- and gold-mediated domino transformation: a strategy for synthesizing benzo[e]indolo[1,2-a]pyrrolo/pyrido[2,1-c][1,4]diazepine-3,9-diones

J Org Chem. 2011 Mar 4;76(5):1239-49. doi: 10.1021/jo101727r. Epub 2011 Feb 3.

Abstract

We reported a strategy for the synthesis of fused heterocyclic compounds benzo[e]indolo[1,2-a]pyrrolo/pyrido[2,1-c][1,4]diazepine-3,9-diones via an AgSbF(6)/gold-complex catalyzed one-pot cascade transformation. The strategy is tolerant of a broad range of substrates and affords a series of intriguing fused diazepinedione heterocycles.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antimony / chemistry
  • Azepines / chemical synthesis*
  • Azepines / chemistry
  • Catalysis
  • Gold / chemistry*
  • Heterocyclic Compounds / chemical synthesis*
  • Heterocyclic Compounds / chemistry
  • Indoles / chemical synthesis*
  • Indoles / chemistry
  • Molecular Structure
  • Pyridines / chemical synthesis*
  • Pyridines / chemistry
  • Pyrroles / chemical synthesis*
  • Pyrroles / chemistry
  • Silver / chemistry*
  • Stereoisomerism

Substances

  • Azepines
  • Heterocyclic Compounds
  • Indoles
  • Pyridines
  • Pyrroles
  • benzo(e)indolo(1,2-a)pyrido(2,1-c)(1,4)diazepine-3,9-dione
  • benzo(e)indolo(1,2-a)pyrrolo(2,1-c)(1,4)diazepine-3,9-dione
  • Silver
  • Gold
  • Antimony