A regioselective synthesis of dispiro[oxindole-cyclohexanone]pyrrolidines and dispiro[oxindole-hexahydroindazole]pyrrolidines by sequential 1,3-dipolar cycloaddition and annulation through a microwave induced solvent-free approach

Add time:08/26/2019    Source:sciencedirect.com

The 1,3-dipolar cycloaddition of an azomethine ylide, generated from isatin and benzylamine by a 1,5-prototopic shift route with various p-substituted 2,6-bis(arylmethylidene)cyclohexanones under different conditions, proceeded regioselectively to give novel dispiroheterocycles. The product on subsequent annulation with hydrazine hydrate afforded 4-aryl-5-phenyl(spiro[2.3″]oxindole)3′-aryl-3′,3a′,4′,5′,6′,7′-hexahydro-2H-indazolospiro[7′.3]pyrrolidines in good yield.

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