A Novel Application of the Diels-Alder Reaction: Nitronaphthalenes as Normal Electron Demand Dienophiles. -Diels-Alder reaction of several substituted 1,3-dienes with nitronaphthalenes yields two types of products, the expected phenanthrene and the unexpected N-naphthylpyrrole. The reaction of mono-and dinitronaphthalenes with Danishefsky's diene gives hydroxyphenanthrenes with total regioselectivity. On the other hand, when using dienes of lower reactivity and mononitronaphthalenes, the corresponding N-naphthylpyrroles are obtained as sole product. Moreover, the reaction with disubstituted nitronaphthalenes produces a mixture of the two products. -(PAREDES, E.; BRASCA, R.; KNEETEMAN, M.; MANCINI*, P. M. E.;
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