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Reactions of 1-nitrocyclohexene with alicyclic amines

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On the 100th anniversary of V.V. Perekalin

Abstract

The interaction of 1-nitrocyclohexene with alicyclic amines can proceed via nucleophilic addition at the carbon-carbon double bond (morpholine, piperazine) to form aza-Michael products or as deprotonation (piperidine, azepane) to give ammonium salts, 2-cyclohexene-1-nitronates. The preferred reaction pathway is determined by the amine basicity.

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Authors and Affiliations

  1. Herzen State Pedagogical University of Russia, Moyka emb. 48, St. Petersburg, 191186, Russia

    I. E. Efremova, L. V. Lapshina, M. I. Vakulenko & V. M. Berestovitskaya

Authors
  1. I. E. Efremova
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  2. L. V. Lapshina
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  3. M. I. Vakulenko
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  4. V. M. Berestovitskaya
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Corresponding author

Correspondence to I. E. Efremova.

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Original Russian Text © I.E. Efremova, L.V. Lapshina, M.I. Vakulenko, V.M. Berestovitskaya, 2013, published in Zhurnal Obshchei Khimii, 2013, Vol. 83, No. 9, pp. 1534–1537.

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Efremova, I.E., Lapshina, L.V., Vakulenko, M.I. et al. Reactions of 1-nitrocyclohexene with alicyclic amines. Russ J Gen Chem 83, 1751–1754 (2013). https://doi.org/10.1134/S107036321309020X

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  • DOI: https://doi.org/10.1134/S107036321309020X

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