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Recyclization of 1,4-dihydropyridine derivatives in acidic medium

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The recyclization of 1,4-dihydropyridines in aqueous-alcoholic hydrochloric acid medium proceeds with cleavage of a C-N 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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Authors and Affiliations

  1. Latvian Institute of Organic Synthesis, Riga, LV-1006, Latvia

    S. Stupnikova, E. Petushkova, D. Muceniece & V. Lūsis

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  1. S. Stupnikova
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  2. E. Petushkova
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  3. D. Muceniece
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  4. V. Lūsis
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Dedicated to Prof. Dr. E. Lukevics on the occasion of his 70th birthday.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 49–58, January, 2007.

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Stupnikova, S., Petushkova, E., Muceniece, D. et al. Recyclization of 1,4-dihydropyridine derivatives in acidic medium. Chem Heterocycl Compd 43, 41–49 (2007). https://doi.org/10.1007/s10593-007-0006-0

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  • DOI: https://doi.org/10.1007/s10593-007-0006-0

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