A library of novel dispiro compounds containing oxindole pyrrolidine/oxindolopyrrolothiazole-thiochroman-4-one hybrid frameworks has been synthesized in a fully regio- and stereoselective fashion by the three-component 1,3-dipolar cycloaddition of azomethine ylides generated in situ from the condensation of isatins and secondary amino acids (sarcosine/l-thioproline) with 3-arylidenethiochroman-4-ones. This experimentally simple protocol provides good yields of structurally complex, biologically relevant heterocycles in a single operation.
Keywords: 1,3-dipolar cycloaddition; 3-arylidenethiochroman-4-ones; azomethine ylides; dispiro-oxindole-pyrrolothiazole-thiochroman-4-one; dispiro-oxindolo-pyrrolidine-thiochroman-4-one.