A facile synthesis of functionalized dispirooxindole derivatives via a three-component 1,3-dipolar cycloaddition reaction

Molecules. 2013 May 3;18(5):5142-54. doi: 10.3390/molecules18055142.

Abstract

An efficient synthesis of novel dispirooxindoles has been achieved through three-component 1,3-dipolar cycloaddition of azomethine ylides generated in situ by the decarboxylative condensation of isatin and an α-amino acid with the dipolarophile 5-benzylideneimidazolidine-2,4-dione. The improved procedure features mild reaction conditions, high yields, high diastereoselectivities, a one-pot procedure and operational simplicity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Azo Compounds / chemistry*
  • Heterocyclic Compounds, 1-Ring / chemical synthesis*
  • Heterocyclic Compounds, 1-Ring / chemistry*
  • Isatin / chemistry*
  • Molecular Structure
  • Thiosemicarbazones / chemistry*

Substances

  • Azo Compounds
  • Heterocyclic Compounds, 1-Ring
  • Thiosemicarbazones
  • azomethine
  • Isatin