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Synthesis of polyfunctionalized 1,2,3,4-tetrahydropyridines from ethyl acetoacetate and cyclic aminals

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Abstract

Polyfunctionalized 1,2,3,4-tetrahydropyridines were synthesized in up to 90% yield by condensation of ethyl acetoacetate with cyclic aminals in methanol.

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References

  1. Rubiralta, M., Giralt, E., and Diez, A., Piperidine: Structure, Preparation, Reactivity, and Synthetic Applications of Piperidine and Its Derivatives, Amsterdam: Elsevier, 1991.

    Google Scholar 

  2. Mateeva, N.N., Winfield, L.L., and Redda, K.K., Curr. Med. Chem., 2005, vol. 12, no. 5, p.551.

    CAS  Google Scholar 

  3. Malviya, M., Sunil Kumar, Y.C., Mythri, R.B., Venkateshappa, C., Subhash, M.N., and Rangappa, K.S., Bioorg. Med. Chem., 2009, vol. 17, p. 5526.

    Article  CAS  Google Scholar 

  4. Misra, M., Pandey, S.K., Pandey, V.P., Pandey, J., Tripathi, R., and Tripathi, R.P., Bioorg. Med. Chem., 2009, vol. 17, p.625.

    Article  CAS  Google Scholar 

  5. Aridoss, G., Amirthaganesan, S., Kumar, N.A., Kim, J.T., Lim, K.T., Kabilan, S., and Jeong, Y.T., Bioorg. Med. Chem. Lett., 2008, vol. 18, p. 6542.

    Article  CAS  Google Scholar 

  6. Blumel, M., Chauhan, P., Hahn, R., Raabe, G., and Enders, D., Org. Lett., 2014, vol. 16, no. 22, p. 6012.

    Article  Google Scholar 

  7. Barber, D.M., Sanganee, H.J., and Dixon, D.J., Org. Lett., 2012, vol. 14, no. 20, p. 5290.

    Article  CAS  Google Scholar 

  8. Li, X., Zhao, Y., Qu, H., Mao, Z., and Lin, X., Chem. Commun., 2013, vol. 49, p. 1401.

    Article  CAS  Google Scholar 

  9. Dudognon, Y., Du, H., Rodriguez, J., Bugaut, X., and Constantieux, T., Chem. Commun., 2014, vol. 50, p.1.

    Article  Google Scholar 

  10. Ishmiyarov, E.R., Latypova, D.R., Spirikhin, L.V., Galkin, E.G., Kuleshov, S.P., and Dokichev, V.A., Russ. J. Gen. Chem., 2015, vol. 85, p.837.

    Article  CAS  Google Scholar 

  11. Ishmiyarov, E.R., Rakhimova, N.T., Latypova, D.R., Spirikhin, L.V., Abdullin, M.I., and Dokichev, V.A., Russ. J. Org. Chem., 2015, vol. 51, no. 12, p. 1770.

    Article  CAS  Google Scholar 

  12. Tramontini, M., Synthesis, 1973, no. 12, p.703.

    Article  Google Scholar 

  13. Dale, J. and Sigvartsen, T., Acta. Chem. Scand., 1991, vol. 45, p. 1064.

    Article  CAS  Google Scholar 

  14. Zheng, B.D., Weining, Z., and Fulai, Y., CN Patent no. 101792412A, 2010.

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Authors and Affiliations

  1. Ufa Institute of Chemistry, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054, Russia

    A. G. Badamshin, A. N. Lobov & V. A. Dokichev

  2. Ufa State Aviation Technical University, ul. Karla Marksa 12, Ufa, 450008, Russia

    V. A. Dokichev

Authors
  1. A. G. Badamshin
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  2. A. N. Lobov
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  3. V. A. Dokichev
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Corresponding author

Correspondence to V. A. Dokichev.

Additional information

Original Russian Text © A.G. Badamshin, A.N. Lobov, V.A. Dokichev, 2017, published in Zhurnal Organicheskoi Khimii, 2017, Vol. 53, No. 10, pp. 1493–1496.

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Badamshin, A.G., Lobov, A.N. & Dokichev, V.A. Synthesis of polyfunctionalized 1,2,3,4-tetrahydropyridines from ethyl acetoacetate and cyclic aminals. Russ J Org Chem 53, 1520–1523 (2017). https://doi.org/10.1134/S1070428017100062

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  • DOI: https://doi.org/10.1134/S1070428017100062

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