v-Triazolines. part XXIII. Cycloaddition reactions of 4-nitrophenylazide to enamines of 1,4,5,6.-tetraphenyl-7-oxo-bicyclo [2.2.1] hept-5-en-2-carboxaldehyde

Reacticn of 4-nitrophenylazide with the enamines 5, 6 of 7-oxo-1, 4,5,6-tetraphenylbicyclo [2.2.1]hept-5-en-2-carboxaldehyde 3, 4 which may be isolated or prepared in situ from the aldehyde and the appropriate amine, resulted in the formation of a mixture of three products, namely two diastereoisomeric cycloadducts with the spiro [bicyclo-[2.2.1]hept-2-en-7-one [5.4']1',2',3'-triazole) structure 7 and 8 and rearrangement product of the former with the 5-amino-1-aryl-4-[cyclopent-3-en-1 -one-2-yl]methyl-1,2,3-triazole structure (9). © 1986.