Skip to main content
Log in

Synthesis of nitro- and aminoindoles

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Optimal conditions are proposed for the direct nitration of 2,3-dimethylindoles containing methyl and methoxy groups in the benzene ring. In contrast to 5- and 6-methylindoles and 5- and 6-methoxyindoles, nitration of 7-methyl-and 7-methoxy-2,3-dimethylindoles proceeds differently under the same conditions. A series of previously unreported aminoindoles was obtained by reduction of the nitroindoles.

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

References

  1. W. E. Noland, L. R. Smith, and D. C. Johnson,J. Org. Chem.,28, 2262 (1963).

    Google Scholar 

  2. A. N. Kost, L. G. Yudin, and V. A. Budylin,Zh. Vses. Khim. Obshchest.,10, 474 (1965).

    Google Scholar 

  3. A. N. Kost, L. G. Yudin, and V. A. Budylin,Khim. Geterotsikl. Soedin., No. 1, 39 (1966).

    Google Scholar 

  4. L. G. Yudin, A. I. Pavlyuchenko, V. A. Budylin, V. I. Minkin, and A. N. Kost,Khim. Geterotsikl. Soedin., No. 11, 1506 (1971).

    Google Scholar 

  5. A. N. Kost, L. G. Yudin, and E. Ya. Zinchenko,Khim. Geterotsikl. Soedin., No. 10, 1435 (1972).

    Google Scholar 

  6. A. N. Kost, L. G. Yudin, E. Ya. Zinchenko, A. B. Belikov, and O. A. Solov'ev,Khim. Geterotsikl. Soedin., No. 3 375 (1974).

    Google Scholar 

  7. E. Ya. Zinchenko, L. G. Yudin, and A. N. Kost,Khim. Geterotsikl. Soedin., No. 12, 1646 (1973).

    Google Scholar 

  8. L. G. Yudin, A. N. Kost, E. Ya. Zinchenko, and A. G. Zhigulin,Khim. Geterotsikl. Soedin., No. 8, 1070 (1974).

    Google Scholar 

  9. G. I. Zhungietu, V. A. Budylin, and A. N. Kost,Preparative Chemistry of Indole [in Russian], Shtinitsa, Kishinev (1975), pp. 134, 218.

    Google Scholar 

  10. V. A. Budylin, L. G. Yudin, and A. N. Kost,Khim. Geterotsikl. Soedin., No. 9, 1181 (1980)

    Google Scholar 

Download references

Authors

Additional information

Mordova State Pedagogical Institute, 430007 Saransk, Russia; e-mail:mgpi@si.moris.ru and M. V. Lomonosov State University, 119899 Moscow, Russia, e-mail:yumar@org.chem.msu.su. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1630–1636, December, 1999.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Yamashkin, S.A., Yurovskaya, M.A. Synthesis of nitro- and aminoindoles. Chem Heterocycl Compd 35, 1426–1432 (1999). https://doi.org/10.1007/BF02251816

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02251816

Keywords

Navigation