Tandem nitrosation/cycloaddition of heterocyclic enamines using nitrolic acids |
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Authors: | Cevher Altu?,Yasar Dü rü st,Mark C. Elliott,Benson M. Kariuki |
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Affiliation: | a School of Chemistry, Cardiff University, Park Place, Cardiff CF10 3AT, UK b Department of Chemistry, Abant ?zzet Baysal University, TR-14280 Bolu, Turkey |
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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-tetrahydropyrrolo[1,2-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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