Reactivity of 1,2-benzisoxazole 2-oxides

Nitration, bromination, and reaction with acetic anhydride, with halogen acids, and with sodium alkoxide, have been explored in the 1,2-benzisoxazole 2-oxide series, The nitration proceeded by simple substitution; the other reactions took place with rupture of the heterocyclic ring. Deoxygenation to the 1,2-benzisoxazoles could be accomplished, under forcing conditions.