Skip to main content
Log in

Bisacylation of the anhydride and esters of 4-methyl-1,2,3,4-tetrahydrophthalic acid

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The bisacylation of the anhydride and esters of 4-methyl-1,2,3,4-tetrahydrophthalic acid by anhydrides of carboxylic acids in the presence of perchloric acid results in the formation of derivatives of 1,3-dialkyl-6, 7-dicarboxy-5,6,7,8-tetrahydro-2-benzopyrylium salts. Some reactions of the salts obtained, including their recyclization under the action of nucleophiles, have been studied. A convenient preparative method for the synthesis of 6,7-dicarboalkoxy-5,6,7,8-tetrahydroixoquinolines has been developed.

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

Access this article

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

Instant access to the full article PDF.

Similar content being viewed by others

Literature cited

  1. A. T. Balaban, W. S. Schroth, and I. Fischer, Adv. Heterocycl. Chem., 12, 241 (1969).

    Google Scholar 

  2. A. T. Balaban, G. N. Dorofeenko, A. Dinculescu, I. Fischer, V. V. Mezheritskii, and A. V. Koblik, Adv. Heterocycl. Chem., Suppl. 2 (1982).

  3. G. N. Dorofeenko, E. I. Sadekova, and E. V. Kuznetsov, Preparative Chemistry of Pyrylium Salts [in Russian], Izd. Rostovsk. Univ., Rostov-on-Don (1972).

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

  6. V. I. Dulenko, N. N. Alekseev, V. M. Golyak, and L. V. Dulenko, Khim. Geterotsikl. Soedin., No. 8, kk35 (1977).

    Google Scholar 

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

    Google Scholar 

  8. A. T. Balaban and C. D. Nenitzescu, Ann. Chem., 625, 74 (1959).

    Google Scholar 

  9. P. F. G. Praill and A. L. Whithear, J. Chem. Soc., 3573 (1961).

  10. A. A. Petrov and N. P. Sopov, in: Collected Papers on General Chemistry [in Russian], Vol. 2, Izd. Akad. Nauk SSSR, Moscow-Leningrad (1953), p. 853.

    Google Scholar 

  11. W. J. Bailey, I. Rosenberg, and L. I. Young, J. Am. Chem. Soc., 76, 2251 (1954).

    Google Scholar 

  12. L. A. Mukhamedova, M. I. Kudryavtseva, M. Kh. Baiburova, T. M. Malyshko, and G. V. Lentyagin, Neftekhimiya, 2, 372 (1962).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1318–1321, October, 1984.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Dulenko, V.I., Golyak, V.M., Alekseev, N.N. et al. Bisacylation of the anhydride and esters of 4-methyl-1,2,3,4-tetrahydrophthalic acid. Chem Heterocycl Compd 20, 1078–1081 (1984). https://doi.org/10.1007/BF00503592

Download citation

  • Received:

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00503592

Keywords

Navigation