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Tandem nitrosation/cycloaddition of heterocyclic enamines using nitrolic acids
Authors:Cevher Altu?  Yasar Dürüst  Mark C Elliott  Benson M Kariuki
Institution:a School of Chemistry, Cardiff University, Park Place, Cardiff CF10 3AT, UK
b Department of Chemistry, Abant ?zzet Baysal University, TR-14280 Bolu, Turkey
Abstract:The reaction of alkylidenepyrrolidines with nitrolic acids gives rise to the formation of novel 3,7a-disubstituted (1,2,4-oxadiazol-5-yl)-5,6,7,7a-tetrahydropyrrolo1,2-d]1,2,4]oxadiazoles. A plausible mechanism for this reaction is proposed, which features nitrosation of the enamine by the nitrous acid that is liberated from the nitrolic acid.
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