Skip to main content
SpringerLink
Log in

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

  • Published:
Russian Journal of Organic Chemistry Aims and scope Submit manuscript

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.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  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.

    Article  CAS  Google Scholar 

  2. Ievlev, M.Yu., Ershov, O.V., and Tafeenko, V.A., Org. Lett., 2016, vol. 18, p. 1940.

    Article  CAS  Google Scholar 

  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.

    Article  CAS  Google Scholar 

  4. Ershov, O.V., Fedoseev, S.V., Belikov, M.Yu., and Ievlev, M.Yu., RSC Adv., 2015, vol. 5, p. 34 191.

    Article  CAS  Google Scholar 

  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.

    Article  CAS  Google Scholar 

  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.

    Article  CAS  Google Scholar 

  7. Ershov, O.V., Ievlev, M.Yu., Tafeenko, V.A., and Nasakin, O.E., Green Chem., 2015, vol. 17, p. 4234.

    Article  CAS  Google Scholar 

  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.

    Article  CAS  Google Scholar 

  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.

    Article  CAS  Google Scholar 

  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.

    Article  CAS  Google Scholar 

  11. Ershov, O.V., Lipin, K.V., and Nasakin, O.E., Russ. J. Org. Chem., 2016, vol. 52, p. 970.

    Article  CAS  Google Scholar 

  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.

    Article  CAS  Google Scholar 

  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.

    Article  CAS  Google Scholar 

  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.

    Article  CAS  Google Scholar 

  15. Sheldrick, G.M., Acta Crystallogr., Sect. A, 2008, vol. 64, p. 112.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. I.N. Ul’yanov Chuvash State University, Moskovskii pr. 15, Cheboksary, 428015, Russia

    K. V. Lipin, S. V. Fedoseev & O. V. Ershov

  2. Faculty of Chemistry, Moscow State University, Leninskie gory 1, Moscow, 119991, Russia

    V. A. Tafeenko

Authors
  1. K. V. Lipin
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. S. V. Fedoseev
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. O. V. Ershov
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. V. A. Tafeenko
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to K. V. Lipin.

Additional information

Original Russian Text © K.V. Lipin, S.V. Fedoseev, O.V. Ershov, V.A. Tafeenko, 2017, published in Zhurnal Organicheskoi Khimii, 2017, Vol. 53, No. 12, pp. 1792–1796.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Lipin, K.V., Fedoseev, S.V., Ershov, O.V. et al. Selective quasi-hydrolysis of cyano group in 6-hydroxypiperidine-3,4,4-tricarbonitriles. Russ J Org Chem 53, 1828–1832 (2017). https://doi.org/10.1134/S1070428017120077

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070428017120077

Search

Navigation