Skip to main content
Log in

Bisindoles. 20. Synthesis of 3H,8H-indolo[4,5-e]- and -[5,4-e]indole systems

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

New heterocyclic systems, viz., 3H,8H-indolo[4,5-e]indole and 3H,8H-indolo-[5,4-e]indole, which were also obtained from the corresponding pyruvic acid dihydrazones, were synthesized by cyclization of ethyl pyruvate 2,7- and 2,6-naphthylenedihydrazones and subsequent saponification and decarboxylation of the cyclization products. The syn-syn, syn-anti, and anti-anti forms of the dihydrazones were isolated and characterized.

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. Sh. A. Samsoniya, É. A. Mumladze, I. Sh. Chikvaidze, and N. N. Suvorov, Khim. Geterotsikl. Soedin., No. 3, 349 (1984).

    Google Scholar 

  2. Sh. A. Samsoniya, M. V. Trapaidze, I. M. Gverdtsiteli, and N. N. Suvorov, Khim. Geterotsikl. Soedin., No. 9, 1279 (1977).

    Google Scholar 

  3. A. M. Kolesnikov and F. A. Mikhailenko, Zh. Org. Khim., 18, 441 (1982).

    Google Scholar 

  4. L. V. Khenter, Advances in Stereochemistry [in Russian], Goskhimizdat, Moscow (1961), p. 231.

    Google Scholar 

  5. Sh. A. Samsoniya, N. L. Targamadze, L. G. Tret'yakova, T. K. Efimova, K. F. Turchin, I. M. Gverdtsiteli, and N. N. Suvorov, Khim. Geterotsikl. Soedin., No. 7, 938 (1977).

    Google Scholar 

  6. S. P. Hiremath and R. S. Hosmane, Adv. Heterocycl. Chem., 15, 277 (1973).

    Google Scholar 

  7. Sh. A. Samsoniya, M. V. Trapaidze, L. N. Kurkovskaya, L. G. Tret'yakova, T. K. Efimova, and N. N. Suvorov, Khim. Geterotsikl. Soedin., No. 9, 1221 (1979).

    Google Scholar 

  8. A. Zhunke, Nuclear Magnetic Resonance in Organic Chemistry [Russian translation], Mir, Moscow (1974), p. 40.

    Google Scholar 

  9. Sh. A. Samsoniya, M. V. Trapaidze, N. N. Suvorov, and I. M. Gverdtsiteli, Soobshch. Akad. Nauk Gruz. SSR, 91, No. 2, 361 (1978).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

See [1] for Communication 19.

Translated from Khimiya Geterotsiklcheskikh Soedinenii, No. 3, pp. 352–357, March, 1984.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Samsoniya, S.A., Trapaidze, M.V., Dolidze, S.V. et al. Bisindoles. 20. Synthesis of 3H,8H-indolo[4,5-e]- and -[5,4-e]indole systems. Chem Heterocycl Compd 20, 283–288 (1984). https://doi.org/10.1007/BF00515640

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00515640

Keywords

Navigation