Issue 8, 1972

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.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1972, 485-486

Diazo-compounds in heterocyclic synthesis. Aziridine ring expansion in a retro-Diels–Alder reaction

D. C. Horwell and J. A. Deyrup, J. Chem. Soc., Chem. Commun., 1972, 485 DOI: 10.1039/C39720000485

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