Skip to main content
Log in

Electrophilic substitution and electronic structure of indolo[2,3-b]quinoxaline

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The nitration and bromination of 6-methylindolo[2,3-b]quinoxaline take place in the 9 position. The reactivity indexes were calculated within the framework of the Hückel MO and CNDO (complete neglect of differential overlap) methods. Only the π-charge distribution is in satisfactory agreement with the experimental data on electrophilic substitution in the investigated compound.

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. V. Ivashchenko and V. M. Dziomko, Usp. Khim., 46, 244 (1977).

    Google Scholar 

  2. A. R. Katritzky (editor), Physical Methods in the Chemistry of Heterocyclic Compounds, Academic Press (1963).

  3. W. Borsche and N. Jacobs, Chem. Ber., 47, 354 (1914).

    Google Scholar 

  4. H. O. Calvery, C. R. Noller, and R. Adams, J. Am. Chem. Soc., 47, 3059 (1925).

    Google Scholar 

  5. R. Silverstein, G. Bassler, and T. Morrill, Spectroscopic Identification of Organic Compounds, Wiley (1974).

  6. K. Nakanishi, Infrared Spectra and Structure of Organic Compounds [Russian translation], Mir, Moscow (1965), p. 61.

    Google Scholar 

  7. R. L. Ellis, G. Kuehnlenz, and H. H. Jaffe, Theor. Chim. Acta, 26, 131 (1972).

    Google Scholar 

  8. V. M. Ryaboi and I. N. Fundlyer, Algoritmy Programmy, No. 3, P 001396, 48 (1975).

    Google Scholar 

  9. M. M. Kaganskii, G. G. Dvoryantseva, I. V. Sokolova, and V. I. Danilov, Khim. Geterotsikl. Soedin., No. 1, 118 (1975).

    Google Scholar 

  10. E. M. Evleth, Theor. Chim. Acta, 16, 22 (1970).

    Google Scholar 

  11. G. M. Badger and P. Nelson, J. Chem. Soc., No. 10, 3930 (1962).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 840–842, June, 1984.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Grachev, V.T., Ivashchenko, S.P., Ivanova, O.A. et al. Electrophilic substitution and electronic structure of indolo[2,3-b]quinoxaline. Chem Heterocycl Compd 20, 687–689 (1984). https://doi.org/10.1007/BF00508686

Download citation

  • Received:

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00508686

Keywords

Navigation