ChemInform Abstract: Reaction of Substituted 7-Cyclopropyl-1,4-benzodioxanes with Dinitrogen Tetraoxide.
Abstract
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ChemInform Abstract
The reaction of 6-bromo-7-cyclopropylbenzodioxane (I) with N2O4 provides the product of ipso-substitution (II) with preservation of the cyclopropane ring. Further reaction of mononitro-compound (II) with N2O4 as well as the analogous reaction of 7-cyclopropyldinitrobenzodioxane (IV) gives products of insertion of NO in the three-membered ring, isoxazoline derivatives (III) and (V), respectively. A plausible explanation for the difference in the reaction paths is given.
