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Ring distorted 3-aza[5] and 3-aza[6](1,7)naphthalenophanes have been shown to undergo ready Diels-Alder cycloaddition reactions with 4-phenyl-1,2,4-triazoline-3,5-dione, tetracyanoethylene, 1,1-dicyanoethylene and 1,1-diethyl methylenemalonate to form new functionalized polycyclic heterocyclic derivatives. Addition was shown to occur selectively in each case in the less substituted aromatic ring of the naphthalene moiety.

Novel polycyclic Diels-Alder adducts from ring distorted 3-aza[5] and 3-aza[6] (1,7) naphthalenophanes