Design, synthesis, structural characterization and computational studies of new class of dispirooxindolopyrrolidine embedded chromanone hybrid heterocycles

Arumugam N., Alkaltham M. F., Viswanathan V., Almansour A. I., Kumar R. S., Alaqeel S. I., ...More

JOURNAL OF MOLECULAR STRUCTURE, vol.1286, 2023 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 1286
  • Publication Date: 2023
  • Doi Number: 10.1016/j.molstruc.2023.135539
  • Journal Name: JOURNAL OF MOLECULAR STRUCTURE
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chemical Abstracts Core, INSPEC
  • Keywords: Spirooxindolopyrrolidines, [3+2]-Cycloaddition methodology, Single crystal X-ray diffraction study, Computational study, HIRSHFELD SURFACE-ANALYSIS, CRYSTAL-STRUCTURES, PYRROLIDINE, DERIVATIVES, AGENTS
  • Ondokuz Mayıs University Affiliated: Yes

Abstract

Synthesis of a new class of heterocyclic hybrid embedding spirooxindole, pyrrolidine and chromanone structural moieties was achieved in excellent yield using an intermolecular [3+2]-cycloaddition cascade reaction protocol. The synthesized spiropyrrolidines were unambiguously determined by spectroscopic analysis and the stereo-and regiochemistry of the cycloadducts were undoubtably assigned by single crystal X-ray diffraction analysis. Structural features of the compounds were examined by using X-ray crystallographic studies. The molecular packing was defined by Hirshfeld surface analysis. Furthermore, the structure and reactivity of the synthesized dispiropyrrolidines were investigated by density functional theory (DFT) calculations.