title: One-Pot Access to a Library of Dispiro Oxindole-pyrrolidine/pyrrolothiazole-thiochromane Hybrids via Three-Component 1,3-Dipolar Cycloaddition Reactions.
abstract: 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.
authors.affiliation: Department of Organic Chemistry, School of Chemistry, Madurai Kamaraj University , Madurai 625021, Tamil Nadu India.
authors.forename: Gandhi
authors.initials: G
authors.lastname: Uma Rani
authors.affiliation: Department of Organic Chemistry, School of Chemistry, Madurai Kamaraj University , Madurai 625021, Tamil Nadu India.
authors.forename: Sundaravel
authors.initials: S
authors.lastname: Vivek Kumar
authors.affiliation: Department of Organic Chemistry, School of Chemistry, Madurai Kamaraj University , Madurai 625021, Tamil Nadu India.
authors.forename: Chelliah
authors.initials: C
authors.lastname: Bharkavi
authors.affiliation: Departmento de Química Orgánica y Farmacéutica, Facultad de Farmacia, Universidad Complutense , 28040 Madrid, Spain.
authors.forename: J Carlos
authors.initials: JC
authors.lastname: Menéndez
authors.affiliation: Department of Organic Chemistry, School of Chemistry, Madurai Kamaraj University , Madurai 625021, Tamil Nadu India.
authors.forename: Subbu
authors.initials: S
authors.lastname: Perumal
mesh_terms: D016573:Agrochemicals; D000596:Amino Acids / Q000737:chemistry; D061565:Cycloaddition Reaction / Q000379:methods*; D015195:Drug Design; D006571:Heterocyclic Compounds / Q000138:chemical synthesis; D007211:Indoles / Q000138:chemical synthesis*; D000078183:Oxindoles; D004364:Pharmaceutical Preparations / Q000737:chemistry; D011759:Pyrrolidines / Q000138:chemical synthesis*; D054852:Small Molecule Libraries; D013844:Thiazoles / Q000138:chemical synthesis*
chemical_list: D016573:Agrochemicals; D000596:Amino Acids; D006571:Heterocyclic Compounds; D007211:Indoles; D000078183:Oxindoles; D004364:Pharmaceutical Preparations; D011759:Pyrrolidines; D054852:Small Molecule Libraries; D013844:Thiazoles; C022960:2-oxindole
keywords: 1,3-dipolar cycloaddition; 3-arylidenethiochroman-4-ones; azomethine ylides; dispiro-oxindole-pyrrolothiazole-thiochroman-4-one; dispiro-oxindolo-pyrrolidine-thiochroman-4-one