The reaction of 2,4,6-trimethylbenzonitrile N-oxide with various di- and tetrasubstituted p-benzoquinones and the structures of the products were studied. All of the tetrasubstituted quinones gave dioxazole derivatives through addition at the carbonyl site, whereas the disubstituted quinones gave dioxazoles or isoxazoline derivatives depending on the substituents. The reactivity of the quinone carbonyl toward the nitrile oxide varies with the substituents and with the substitution pattern; this phenomenon is discussed in terms of the resonance and inductive effects of the substituents.

The reaction of 2,4,6-trimethylbenzonitrile N-oxide with various di- and tetrasubstituted p-benzoquinones produces dioxazole or isoxazoline derivatives, with the reactivity of the quinone carbonyl varying with the

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The Reaction of 2,4,6-Trimethylbenzonitrile N-Oxide with Polysubstituted p-Benzoquinones

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