Skip to main content
SpringerLink
Log in

Reaction of alkyl-3-nitropyridinium salts with dimethylformamide diethylacetal

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Alkyl-3-nitropyridinium salts react with DMF diethylacetal to give β-aminovinyl derivatives under considerably milder conditions than with the corresponding bases. The regioselectivity of this process has been studied in dependence on the structure and positions of the alkyl substituents in the initial salt.

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.

Similar content being viewed by others

References

  1. E. V. Babaev, V. I. Terenin, M. A. Yurovskaya and Yu. G. Bundel', Khim. Geterotsikl. Soedin., No. 6, 792 (1992).

    Google Scholar 

  2. V. A. Azimov and L. N. Yakhontov, Khim. Geterotsikl. Soedin., No. 10. 1425 (1977).

    Google Scholar 

  3. A. A. Prokopov and L. N. Yakhontov, Khim. Geterotsikl. Soedin., No. 4, 796 (1978).

    Google Scholar 

  4. West German Pat. 133 309 (M. Los), Chem. Abstr., 103, 87872 (1985).

    Google Scholar 

  5. A. A. Prokopov and L. N. Yakhontov, Khim. Geterotsikl. Soedin., No. 8, 1135 (1977).

    Google Scholar 

  6. E. Matsumara, M. Ariga, and Y. Tohda, Heterocycles, 9, 108 (1978).

    Google Scholar 

  7. J. Kalinowski and S. Carboni, Chem. Papers, 43, 51 (1989).

    Google Scholar 

  8. A. R. Battersby, E. McDonald and H. K. W. Wurzigen, J. Chem. Soc. Chem. Commun., No. 3, 493 (1975).

    Google Scholar 

  9. S. Rajappa, Tetrahedron, 37, 1453 (1981).

    Google Scholar 

  10. V. A. Chertkov and M. A. Yurovskaya, Khim. Geterotsikl. Soedin., No. 7, 899 (1993).

    Google Scholar 

  11. M. A. Yurovskaya, A. Z. Afanas'ev, V. A. Chertkov and Yu. G. Bundel', Khim. Geterotsikl. Soedin., No. 9, 1214 (1990).

    Google Scholar 

  12. A. Deroum. Current 1H NMR Methods for Chemical Research [Russian translation], Mir, Moscow (1992).

    Google Scholar 

  13. P. E. Hansen and H. J. Jakobson, J. Magn. Reson., 20, 520 (1975).

    Google Scholar 

  14. V. A. Chertkov. Abstracts IXth Internat. Summer School on Magnetic Resonance, Novosibirsk (1987), p. 133.

    Google Scholar 

  15. I. D. Gridnev, I. F. Leshcheva, N. M. Sergeev and V. A. Chertkov, Magn. Res. Chem., 30, 817 (1992).

    Google Scholar 

  16. M. A. Yurovskaya, A. Z. Afanas'ev, V. A. Chertkov and Yu. G. Bundel', Khim. Geterotsikl. Soedin., No. 9, 1213 (1988).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. M. V. Lomonosov Moscow State University, 119899, Moscow

    M. A. Yurovskaya, A. Z. Afanas'ev, I. A. Orlova & V. A. Chertkov

Authors
  1. M. A. Yurovskaya
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. A. Z. Afanas'ev
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. I. A. Orlova
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. V. A. Chertkov
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1488–1494, November, 1993.

This work was carried out with a grant from the Russian Fund for Fundamental Research (project # 93-03-4593).

Rights and permissions

Reprints and permissions

About this article

Cite this article

Yurovskaya, M.A., Afanas'ev, A.Z., Orlova, I.A. et al. Reaction of alkyl-3-nitropyridinium salts with dimethylformamide diethylacetal. Chem Heterocycl Compd 29, 1281–1286 (1993). https://doi.org/10.1007/BF00532025

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00532025

Keywords

Search

Navigation