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Electrochemical oxidation of 4-monoalkyl-substituted 1,4-dihydropyridines

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Chemistry of Heterocyclic Compounds Aims and scope

The electrochemical oxidation of 4-monoalkyl-substituted 1,4-dihydropyridines has been studied in an aprotic medium and in the presence of pyridine. In an aprotic medium the products of oxidation are both 4-alkyl-substituted and 4-unsubstituted pyridines or mixtures of them. On oxidation in acetonitrile of 4-Et-, 4-n-Pr-, and 4-i-Bu-substituted dihydropyridines, 2-methylene-1,2,3,4-tetrahydropyridines were obtained in addition to the oxidized forms. In the presence of base the products of preparative electrolysis of the studied compounds were 4-alkyl-substituted pyridines. The exception was the 4-i-Pr- substituted dihydropyridine which was dealkylated on oxidation even in the presence of base.

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Authors and Affiliations

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

    B. Turovska, I. Goba, I. Turovskis, S. Grinberga, S. Belyakov, S. Stupnikova, E. Liepinsh & J. Stradins

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  1. B. Turovska
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  2. I. Goba
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  3. I. Turovskis
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  7. E. Liepinsh
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  8. J. Stradins
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Correspondence to B. Turovska.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1829–1838, December 2008.

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Turovska, B., Goba, I., Turovskis, I. et al. Electrochemical oxidation of 4-monoalkyl-substituted 1,4-dihydropyridines. Chem Heterocycl Comp 44, 1483–1490 (2008). https://doi.org/10.1007/s10593-009-0211-0

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  • DOI: https://doi.org/10.1007/s10593-009-0211-0

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