Background: Now a day’s green synthesis for multicomponent reactions is a powerful tool for construction
of five membered/six membered heterocyclic ring systems. The synthesis of regio and
stereoselective complex architectural motifs following 1,3-dipolar cycloaddition reactions via
ecofriendly methods are well reported. The synthesis of pyrrolidine/piperidine based heterocycles has
been the center of attraction because of their pronounced biological activities.
Methods: The present methodology deals with one pot three component cycloaddition reaction of isatin based azomethine
ylide and substituted nitrochromene to synthesize new spirooxindole-pyrrolidine/piperidine fused nitrochromanes in refluxing
ethanol within 2 hr.
Results: A series of new spirooxindole-pyrrolidine/piperidine fused nitrochromanes were synthesized in good to excellent
yield (78-89%) via one pot three component cycloaddition reactions. The obtained products were isolated in good yield by
simple filtration. All the synthesized compounds were well characterized (1H, 13C, Mass and M.P). The regio/ stereochemical
results were ascertained by X-ray crystallographic study.
Conclusion: We have developed an ecofriendly method to synthesize twelve new and novel spirooxindolepyrrolidine/
piperidine fused nitrochromanes via one pot three component 1,3-dipolar cycloaddition reaction in nontoxic
solvent in a shorter time. It offers several advantages such as regio/stereoselective synthesis of spirooxindolepyrrolidine/
piperidine fused nitrochromanes, shorter reaction time, mild reaction conditions, simple and environmentally
friendly operational procedure.