Abstract
Nitrile oxides react regioselectively with 2-methoxyvinyl phenyl ketone 1 to give 4-benzoylisoxazoles 4 via elimination of methanol from the primary cycloadducts 3. After heating with an excess of nitrile oxide bis-cycloadducts 5 were also formed. Reactions of nitrile imines with 1 are less regioselective yielding both 4-benzoylpyrazoles 9 and 5-benzoytpyrazoles 10, whereas no bis-cycloadducts were isolated.
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