Cascade reaction of isatins with heterocyclic ketene aminals: synthesis of imidazopyrroloquinoline derivatives

Org Lett. 2011 Sep 16;13(18):4782-5. doi: 10.1021/ol201783d. Epub 2011 Aug 17.

Abstract

A concise and efficient route for the synthesis of highly substituted imidazopyrroloquinoline derivatives by simply refluxing a reaction mixture of different types of isatins and heterocyclic ketene aminals (HKAs) by acetic acid was developed. This method is suitable for combinatorial and parallel syntheses in drug discovery; consequently, a library of highly substituted imidazopyrroloquinoline derivatives was rapidly constructed using the present protocol.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Crystallography, X-Ray
  • Ethylenes / chemistry*
  • Heterocyclic Compounds / chemistry*
  • Isatin / chemistry*
  • Ketones / chemistry*
  • Models, Molecular
  • Molecular Structure
  • Quinolines / chemical synthesis*
  • Quinolines / chemistry
  • Stereoisomerism

Substances

  • Ethylenes
  • Heterocyclic Compounds
  • Ketones
  • Quinolines
  • Isatin
  • ketene