Synthetic Communications · 2006 · 14 citations · 16 references
Natural SciencesChemistryMedicinal ChemistryOrganic ChemistrySynthetic Medicinal ChemistryHeterocycle SynthesisHeterocyclic ChemistryRetrosynthetic Analysis1, 3-Dipolar CycloadditionAnnulation ReactionsDecarboxylative CouplingDecarboxylative Cross-couplingMedicinal Chemistry ApplicationsPyrrolidine SynthesisSpiroheterocycle Synthesis
Abstract The 1,3‐dipolar cycloaddition of an azomethine ylide, generated from isatin and sarcosine by a decarboxylative route with various p‐substituted 3,5 bis(aryl methylidene)N‐methyl‐4‐piperidinones in refluxing methanol, proceeded regioselectively to give novel dispiroheterocycles. The product on subsequent annulation with hydrazine hydrate afforded 1‐N‐methyl‐spiro[2.3′]oxindole‐spiro[3.7″](3″‐aryl)‐5″‐methyl‐3″,3a″,4″,5″,6″,7″‐hexahydro‐2H‐pyrazolo[4,3‐c]pyridine‐4‐aryl‐pyrrolidines in good yield. Keywords: 3,5‐Bis(aryl methylidene)N‐methyl‐4‐piperidinones1,3‐dipolar cycloaddition
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The Logic of Chemical Synthesis
Peter Weyerstahl · Flavour and Fragrance Journal · 1996 · 477 citations
Stephen T. Hilton, Tim C. T. Ho, Goran Pljevaljčić et al. · Organic Letters · 2000 · 184 citations