Skip to main content
SpringerLink
Log in

Synthesis of functionally substituted benzo[c]pyrylium salts

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Benzo[c]pyrylium salts that contain an acetyl, cyano, or ethoxycarbonyl group in the 4 position of the pyrylium ring were synthesized by the reaction of 3-(3,4-dimethoxyphenyl)pentane-2,4-dione and α-(3,4-dimethoxyphenyl)acetoacetonitrile and ethyl α-(3,4-dimethoxyphenyl)acetoacetate, as well as ethyl α-(3,4-dimethoxyphenyl)benzoylacetate, with acyl perchlorates. It is shown that α-(3,4-dimethoxyphenyl)acetoacetonitrile ethyleneketal is converted to 3-amino-4-acetylbenzo(c)pyrylium salts under these conditions.

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

Literature Cited

  1. V. I. Dulenko, N. N. Alekseev, and V. M. Golyak, Khim. Geterotsikl. Soedin., No. 10, 1424 (1975).

    Google Scholar 

  2. V. I. Dulenko, N. N. Alekseev, V. M. Golyak,and L. V. Dulenko, Khim. Geterotsikl. Soedin., No. 8, 1135 (1977).

    Google Scholar 

  3. V. I. Dulenko and V. M. Golyak, Zh. Org. Khim., 16, 1109 (1980).

    Google Scholar 

  4. V. I. Dulenko, V. M. Golyak, N. N. Alekseev, and V. I. Gubar', Khim. Geterotsikl. Soedin., No. 7, 904 (1983).

    Google Scholar 

  5. S. V. Tolkunov and V. I. Dulenko, Khim. Geterotsikl. Soedin., No. 6, 766 (1987).

    Google Scholar 

  6. Yu. A. Nikolyukin, V. I. Dulenko, and L. V. Dulenko, Khim. Geterotsikl. Soedin., No. 7, 999 (1986).

    Google Scholar 

  7. Ya. P. Stradyn', Khim. Geterotsikl. Soedin., No. 10, 1412 (1981).

    Google Scholar 

  8. A. Citterio and F. Ferrario, J. Chem. Res., Parts S and M, No. 12, 308 (1983).

    Google Scholar 

  9. G. N. Dorofeenko, L. V. Dulenko, V. I. Dulenko, and S. V. Krivun, Zh. Org. Khim., 1, 1171 (1965).

    Google Scholar 

  10. G. N. Dorofeenko, S. V. Krivun, and E. I. Sadekova, Khim. Geterotsikl. Soedin., No. 6, 730 (1971).

    Google Scholar 

  11. G. N. Dorofeenko, Yu. I. Ryabukhin, and V. D. Karpenko, Khim. Geterotsikl. Soedin., No. 5, 704 (1977).

    Google Scholar 

  12. E. Wenkert and R. Haugwitz, Can. J. Chem., No. 7, 1160 (1968).

    Google Scholar 

  13. E. Shepard, J. Noth, H. Porter, and C. Simmans, J. Am. Chem. Soc., 74, 4611 (1952).

    Google Scholar 

  14. R. Salomon and S. Raychaudhuri, J. Org. Chem., 49, 3659 (1984).

    Google Scholar 

  15. G. Stein, H. Bronner, and K. Pfister, J. Am. Chem. Soc., 7, 700 (1955).

    Google Scholar 

  16. R. Kimball, D. Jefferson, and A. Pike, Organic Syntheses [Russian translation], Collective Vol. 2, Inostr. Lit., Moscow (1959), p. 596.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Institute of Physical Organic Chemistry and Coal Chemistry, Academy of Sciences of the Ukrainian SSR, 340114, Donetsk

    Yu. A. Nikolyukin, S. L. Bogza & V. I. Dulenko

Authors
  1. Yu. A. Nikolyukin
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. S. L. Bogza
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. V. I. Dulenko
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 465–470, April, 1990.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Nikolyukin, Y.A., Bogza, S.L. & Dulenko, V.I. Synthesis of functionally substituted benzo[c]pyrylium salts. Chem Heterocycl Compd 26, 397–402 (1990). https://doi.org/10.1007/BF00497208

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00497208

Keywords

Search

Navigation