Advertisement

Russian Journal of Organic Chemistry

, Volume 53, Issue 12, pp 1828–1832 | Cite as

Selective quasi-hydrolysis of cyano group in 6-hydroxypiperidine-3,4,4-tricarbonitriles

  • K. V. LipinEmail author
  • S. V. Fedoseev
  • O. V. Ershov
  • V. A. Tafeenko
Article

Abstract

Reactions of 3,3-dialkyl-4-oxoalkane-1,1,2,2-tetracarbonitriles with water in the presence of pyruvic acid are accompanied by selective quasi-hydrolysis of cyano groups in intermediate 6-hydroxypiperidine-3,4,4-tricarbonitriles.

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. 1.
    Ievlev, M.Yu., Ershov, O.V., Belikov, M.Yu., Milovidova, A.G., Tafeenko, V.A., and Nasakin, O.E., Beilstein J. Org. Chem., 2016, vol. 12, p. 2093.CrossRefGoogle Scholar
  2. 2.
    Ievlev, M.Yu., Ershov, O.V., and Tafeenko, V.A., Org. Lett., 2016, vol. 18, p. 1940.CrossRefGoogle Scholar
  3. 3.
    Ershov, O.V., Lipin, K.V., Eremkin, A.V., Nasakin, O.E., Sheverdov, V.P., Fedorov, V.P., and Tafeenko, V.A., Russ. J. Org. Chem., 2017, vol. 53, p. 215.CrossRefGoogle Scholar
  4. 4.
    Ershov, O.V., Fedoseev, S.V., Belikov, M.Yu., and Ievlev, M.Yu., RSC Adv., 2015, vol. 5, p. 34 191.CrossRefGoogle Scholar
  5. 5.
    Sheverdov, V.P., Ershov, O.V., Nasakin, O.E., Chernushkin, A.N., Tafeenko, V.A., and Firgang, S.I., Tetrahedron, 2001, vol. 57, p. 5815.CrossRefGoogle Scholar
  6. 6.
    Belikov, M.Yu., Ievlev, M.Yu., Belikova, I.V., Ershov, O.V., Tafeenko, V.A., and Surazhskaya, M.D., Chem. Heterocycl. Compd., 2015, vol. 51, p. 518.CrossRefGoogle Scholar
  7. 7.
    Ershov, O.V., Ievlev, M.Yu., Tafeenko, V.A., and Nasakin, O.E., Green Chem., 2015, vol. 17, p. 4234.CrossRefGoogle Scholar
  8. 8.
    Ievlev, M.Yu., Ershov, O.V., Milovidova, A.G., Belikov, M.Yu., and Nasakin, O.E., Chem. Heterocycl. Compd., 2015, vol. 51, p. 457.CrossRefGoogle Scholar
  9. 9.
    Belikov, M.Yu., Ievlev, M.Yu., Ershov, O.V., Lipin, K.V., Legotin, S.A., and Nasakin, O.E., Russ. J. Org. Chem., 2014, vol. 50, p. 1372.CrossRefGoogle Scholar
  10. 10.
    Ershov, O.V., Lipin, K.V., Maksimova, V.N., Eremkin, A.V., Kayukov, Ya.S., and Nasakin, O.E., Russ. J. Org. Chem., 2009, vol. 45, p. 475.CrossRefGoogle Scholar
  11. 11.
    Ershov, O.V., Lipin, K.V., and Nasakin, O.E., Russ. J. Org. Chem., 2016, vol. 52, p. 970.CrossRefGoogle Scholar
  12. 12.
    Ershov, O.V., Ievlev, M.Yu., Belikov, M.Yu., Lipin, K.V., Naydenova, A.I., and Tafeenko, V.A., RSC Adv., 2016, vol. 6, p. 82 227.CrossRefGoogle Scholar
  13. 13.
    Ershov, O.V., Lipin, K.V., Eremkin, A.V., Kayukov, Ya.S., and Nasakin, O.E., Russ. J. Org. Chem., 2009, vol. 45, p. 470.CrossRefGoogle Scholar
  14. 14.
    Belikov, M.Yu., Ershov, O.V., Eremkin, A.V., Kayukov, Ya.S., and Nasakin, O.E., Russ. J. Gen. Chem., 2010, vol. 80, p. 2078.CrossRefGoogle Scholar
  15. 15.
    Sheldrick, G.M., Acta Crystallogr., Sect. A, 2008, vol. 64, p. 112.CrossRefGoogle Scholar

Copyright information

© Pleiades Publishing, Ltd. 2017

Authors and Affiliations

  • K. V. Lipin
    • 1
    Email author
  • S. V. Fedoseev
    • 1
  • O. V. Ershov
    • 1
  • V. A. Tafeenko
    • 2
  1. 1.I.N. Ul’yanov Chuvash State UniversityCheboksaryRussia
  2. 2.Faculty of ChemistryMoscow State UniversityMoscowRussia

Personalised recommendations