A facile synthesis and characterization of novel spiropyrrolidines is reported. Reaction of isatin and L-proline with semicarbazone gave the corresponding spiropyrrolidines. Intermolecular 1, 3-dipolarcycloaddition reaction of azomethine ylides, generated through decarboxylation route, with various semicarbazone as dipolarphiles has been investigated. A new class of functionalized spiroheterocycles with pyrrolidine moiety has been synthesized. The formation of spiro heterocycles was confirmed from the UV-VIS, FT-IR, 1H-NMR and 13C-NMR studies. Antimicrobial studies were carried out for synthesized compounds. Among the three spiroheterocycles, compound 18 showed maximum zone inhibition against Shigella flexneri and Staphylococcus epidermis, whereas compound 13 showed moderate activity,
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