Abstract
3,5-Dimethyl-4-nitroisoxazole (1) was found to undergo tandem condensation-cyclization processes with 4-(1-cylopenten-1-yl)- and 4-(1-cyclohexen-1-yl)morpholine in ethanol solution to give, through the intermediates (4) and (7), the N-oxides (5) and (9) respectively. The reactivity of 1 towards 1-diethylamino-propyne in different solvents was also investigated; the structure of the unexpected acycloxime (13), coming from the above reagents in acetonitrile, was determined by an X-ray analysis. Plausible mechanistic pathways for these new reactions are suggested
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