Diazo-compounds in heterocyclic synthesis. Aziridine ring expansion in a retro-Diels–Alder reaction
Abstract
Hydrolysis and decarboxylation of exo-diethyl 3-phenyl-3,6,7-triazatricyclo[3,2,1,02,4]octane-6,7-dicarboxylate followed by mild oxidation gives N-phenyl-1,4-dihydropyridine (50–70%), thus affording a simple route for the conversion of cyclopentadiene into 1,4-dihydropyridines.