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Reaction of (Z)-2-Benzoylamino-4-dimethylamino-2-oxo-3-butene 1 with amidines 2a–e afforded pyrimidines 3a–e. Acid-catalysed treatment of 1 with potassium cyanide gave (E)-3benzoylamino-4-cyano-2-oxo-3-butene 4. 1,3-Dipolar cycloadditions of nitrile imines and 2,4,6trimethoxybenzonitrile oxide 7a to compound 4 afforded the corresponding pyrazole derivatives 6a–d and the isoxazole-4-carbonitrile 8a. In the reaction of 4 with 2,4,6-trimethylbenzonitrile oxide 7b, bis-cycloadduct 9 was formed and its structure was also determined by X-Ray analysis.

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Transformations of (Z)-2-benzoylamino-4-dimethylamino-2-oxo-3-butene and (E)-3-benzoylamino-4-cyano-2-oxo-3-butene into pyrimidine, pyrazole and isoxazole derivatives