Michael-type addition of aziridinecarboxylates to 1,2-diaza-1,3-butadienes under solvent-free conditions (SFC) resulted in the formation of alpha-aziridinohydrazone adducts. In toluene under reflux,alpha-aziridinohydrazones gave imidazoles in moderate to good yields. Such a reactivity pattern is explained by 1,5-electrocyclization of azavinyl azomethine ylide generated through thermal ring opening of r-aziridinohydrazones
Azavinyl Azomethine Ylides fromThermal Ring Opening ofr-Aziridinohydrazones: Unprecedented1,5-Electrocyclization to Imidazoles
ATTANASI, ORAZIO ANTONIO;FAVI, GIANFRANCO;FILIPPONE, PAOLINO;MOSCATELLI, GIADA;
2007
Abstract
Michael-type addition of aziridinecarboxylates to 1,2-diaza-1,3-butadienes under solvent-free conditions (SFC) resulted in the formation of alpha-aziridinohydrazone adducts. In toluene under reflux,alpha-aziridinohydrazones gave imidazoles in moderate to good yields. Such a reactivity pattern is explained by 1,5-electrocyclization of azavinyl azomethine ylide generated through thermal ring opening of r-aziridinohydrazonesFile in questo prodotto:
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