Skip to main content
SpringerLink
Log in

C- and N-alkylation of 4,5-dihydro-1H-indeno[1, 2-b]pyridine derivatives

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

2-Methyl-4-aryl-5-oxo-4,5-dihydro-1H-indeno[1,2-b]pyridine derivatives react with methyl iodide in an aprotic medium in the presence of alkaline agents to give C- and N-alkylation products, viz., 2,4a-dimethyl- and 1,2-dimethyl-4-aryl-5-oxo-4,5-dihydroindeno[1,2-b]pyridines, and with dimethyl sulfate or methyl p-tosylate under the same conditions to give N-methylation products.

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. É. I. Stankevich and G. Ya. Vanag, Zh. Org. Khim., 1, 809 (1965).

    Google Scholar 

  2. É. I. Stankevich and G. Ya. Vanag, Zh. Org. Khim., 1, 815 (1965).

    Google Scholar 

  3. B. A. Vagante, Ya. Ya. Ozols, and G. Ya. Dubur, Izv. Akad. Nauk Latv. SSR, Ser. Khim., No. 6, 707 (1980).

    Google Scholar 

  4. Ya. F. Freimanis, The Chemistry of Enamino Ketones, Enamino Imines, and Enamino Thiones [in Russian], Zinatne, Riga (1974), p. 180.

    Google Scholar 

  5. A. É. Sausin', V. K. Lusis, G. Ya. Dubur, and Yu. I. Beilis, Khim. Geterotsikl. Soedin., No. 11, 1508 (1978).

    Google Scholar 

  6. V. K. Lusis, A. Z. Zandersons, D. Kh. Mutsenietse, and G. Ya. Dubur, Khim. Geterotsikl. Soedin., No. 4, 508 (1983).

    Google Scholar 

  7. N. J. Leonard and J. A. Adamcik, J. Am. Chem. Soc., 81, 595 (1959).

    Google Scholar 

  8. A. L. Kurts, I. P. Beletskaya, and O. A. Reutov, Vestn. Moskovsk. Gosudarstv. Univ., Vol. 4, 387 (1974).

    Google Scholar 

  9. A. L. Kurts (Kurz), I. P. Beletskaya (Beletskaja), A. Macias, and O. A. Reutov, Tetrahedron Lett., No. 33, 3679 (1968).

    Google Scholar 

  10. V. Petrow, J. Saper, and B. Sturgeon, J. Chem. Soc., No. 9, 2134 (1949).

    Google Scholar 

  11. É. Ya. Ozola and G. Ya. Vanag, Khim. Geterotsikl. Soedin., No. 1, 103 (1969).

    Google Scholar 

  12. Yu. T. Rotberg, I. D. Dervanika, and V. D. Oshkaya, Izv. Akad. Nauk Latv. SSR, Ser. Khim., No. 6, 699 (1970).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Institute of Organic Synthesis, Academy of Sciences of the Latvian SSR, 226006, Riga

    V. K. Lusis, D. Kh. Mutsenietse, A. Z. Zandersons, I. B. Mazheika & G. Ya. Dubur

Authors
  1. V. K. Lusis
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. D. Kh. Mutsenietse
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. A. Z. Zandersons
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. I. B. Mazheika
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. G. Ya. Dubur
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 393–398, March, 1984.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Lusis, V.K., Mutsenietse, D.K., Zandersons, A.Z. et al. C- and N-alkylation of 4,5-dihydro-1H-indeno[1, 2-b]pyridine derivatives. Chem Heterocycl Compd 20, 318–323 (1984). https://doi.org/10.1007/BF00515648

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00515648

Keywords

Search

Navigation