Recyclization of 1, 4-dihydropyridine derivatives in acidic medium

S Stupnikova, E Petushkova, D Muceniece…

Index: Stupnikova; Petushkova; Muceniece; Lusis Chemistry of Heterocyclic Compounds, 2007 , vol. 43, # 1 p. 41 - 49

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Abstract

Abstract The recyclization of 1, 4-dihydropyridines in aqueous-alcoholic hydrochloric acid medium proceeds with cleavage of a CN bond and pyridine ring opening. Cyclohexenone derivatives are formed as a result of the subsequent intramolecular crotonic condensation of the acyclic intermediate. The leaving carbonyl substituents depart simultaneously with recyclization, depending on the acidity of the reaction medium.

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