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Paper | Regular issue | Vol 43, No. 1, 1996, pp.33-48
Published online, 1st January, 1970
DOI: 10.3987/COM-95-7182
On the Mechanism of Formation of Pyridines from α,β-Unsaturated Nitriles and Active Cyano Compounds

Antonio Lorente,* José L. Alvarez-Barbas, José L. Soto, Pilar Gómez-Sal, and Antonio Manzanero

*Department of Organic Chemistry, University of Alcalá, 28871 Alcalá de Henares (Madrid), Spain


The mechanism of formation of pyridines from α,β-unsaturated nitriles and active cyano compounds has been investigated. These processes proceed through a Michael adduct which undergoes a regioselective cyclization to the corresponding heterocyclic compound. The regioselectivity of the heterocyclization processes is justified.