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

Arumugam, Natarajan; Alkaltham, Manal; Viswanathan, Vijayan; Almansour, Abdulrahman; Kumar, Raju; Alaqeel, Shatha; Kumar, Santhakumar; Padmanaban, Ramanathan; Mahalingam, Sakkarapalayam; DEGE, Necmi

doi:10.1016/j.molstruc.2023.135539

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., ...Daha Fazla

JOURNAL OF MOLECULAR STRUCTURE, cilt.1286, 2023 (SCI-Expanded, Scopus)

Yayın Türü: Makale / Tam Makale
Cilt numarası: 1286
Basım Tarihi: 2023
Doi Numarası: 10.1016/j.molstruc.2023.135539
Dergi Adı: JOURNAL OF MOLECULAR STRUCTURE
Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chemical Abstracts Core, INSPEC
Anahtar Kelimeler: Spirooxindolopyrrolidines, [3+2]-Cycloaddition methodology, Single crystal X-ray diffraction study, Computational study, HIRSHFELD SURFACE-ANALYSIS, CRYSTAL-STRUCTURES, PYRROLIDINE, DERIVATIVES, AGENTS
Ondokuz Mayıs Üniversitesi Adresli: Evet

Özet

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.