4.6 Article

A Facile Synthesis of Functionalized Dispirooxindole Derivatives via a Three-Component 1,3-Dipolar Cycloaddition Reaction

Journal

MOLECULES
Volume 18, Issue 5, Pages 5142-5154

Publisher

MDPI AG
DOI: 10.3390/molecules18055142

Keywords

multicomponent reactions; 1,3-dipolar cycloaddition; azomethine ylide; dispirooxindole

Funding

  1. Natural Science Foundation of China [81102325]
  2. China Postdoctoral Science Foundation [2012T50781]
  3. Young Teachers Fund of Sichuan University [2011SCU11108]
  4. Sichuan Provincial Health Department Research Project [110173]

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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 alpha-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.

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