[Bmim]Br Accelerated One-Pot Three-Component Cascade Protocol for the Construction of Spirooxindole-Pyrrolidine Heterocyclic Hybrids

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Kumar R. S., M. Al-thamili D., Almansour A. I., Arumugam N., DEGE N.

MOLECULES, vol.25, no.20, 2020 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 25 Issue: 20
  • Publication Date: 2020
  • Doi Number: 10.3390/molecules25204779
  • Journal Name: MOLECULES
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Aerospace Database, Agricultural & Environmental Science Database, Biotechnology Research Abstracts, CAB Abstracts, Chemical Abstracts Core, Communication Abstracts, EMBASE, MEDLINE, Metadex, Veterinary Science Database, Directory of Open Access Journals, Civil Engineering Abstracts
  • Keywords: one-pot cascade reactions, 1, 3-dipolar cycloaddition, ionic liquid, selectivity, spirooxindole&#8211, pyrrolidines, IONIC LIQUIDS, RING, CYCLOADDITION, DERIVATIVES, CATALYSIS
  • Ondokuz Mayıs University Affiliated: Yes

Abstract

Our synthetic approach for the assembly of structurally complex spirooxindole heterocyclic hybrids was based on an ionic liquid, [bmim]Br mediated one-pot three-component cascade reaction strategy involving 1,3-dipolar cycloaddition reaction of N-1-(2-pyridinylmethyl)-3,5-bis[(E)-arylmethylidene]tetrahydro-4(1H)-pyridinones and azomethine ylide generated in situ from isatin and L-phenyl alanine, affording a series of spirooxindole-pyrrolidine heterocyclic hybrids in good-to-excellent yields. In addition to serving as the reaction medium, [bmim]Br also functioned as a catalyst in this cycloaddition reaction and hence accelerated the reaction rate affording the cycloadducts in short reaction time.