Skip to main content
SpringerLink
Log in

Acetals of lactams and acid amides. 50. 1-Cyanomethylpyrrolid-2-one diethylacetal in the synthesis of derivatives of pyrrolo[1,2-a]pyrroles

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

We have synthesized a series of enamines — derivatives of 1-cyanomethyl-2-methy-enepyrrolidine-by reaction of 1-cyanomethylpyrrolid-2-one diethylacetal with compounds having a reactive methylene link. The enamines undergo a Thorpe-Zeigler cyclization in the presence of bases with the formation of pyrrolo [1,2-a]-pyrrole derivatives. The configuration of the enamines obtained were studied using PMR spectroscopy.

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. A. K. Shanazarov, N. P. Solov'eva, V. V. Chistyakov, Yu, N. Sheinker, and V. G. Granik, Khim. Geterotsikl. Soedin., No. 11, 1477 (1987).

    Google Scholar 

  2. V. G. Granik, Usp. Khim., 63, 651 (1984).

    Google Scholar 

  3. T. V. Stezhko, V. G. Granik, R. G. Glushkov, L. F. Roshchina, A. I. Polezhaeva, and M. D. Mashkovskii, Khim.-Farm. Zh., No. 3, 290 (1984).

    Google Scholar 

  4. I. Shovo and H. Shaman-Atidi, J. Am. Chem. Soc., 91, 6689 (1969).

    Google Scholar 

  5. N. P. Kostyuchenko, V. G. Granik, A. M. Zhidkova, R. G. Glushkov, and Yu. N. Sheinker, Khim. Geterotsikl. Soedin., No. 9, 1212 (1974).

    Google Scholar 

  6. H. Meerwein, W. Florian, N. Schön, and G. Stopp, Annalen, 641, 1 (1961).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. S. Ordzhonikidze All-Union Scientific-Research Chemical-Pharmaceutical Institute, 119021, Moscow

    A. V. Kadushkin, T. V. Stezhko, N. P. Solov'eva & V. G. Granik

Authors
  1. A. V. Kadushkin
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. T. V. Stezhko
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. N. P. Solov'eva
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. V. G. Granik
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

For Communication 49, see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1616–1620, December, 1987.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Kadushkin, A.V., Stezhko, T.V., Solov'eva, N.P. et al. Acetals of lactams and acid amides. 50. 1-Cyanomethylpyrrolid-2-one diethylacetal in the synthesis of derivatives of pyrrolo[1,2-a]pyrroles. Chem Heterocycl Compd 23, 1297–1301 (1987). https://doi.org/10.1007/BF00472250

Download citation

  • Received:

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00472250

Keywords

Search

Navigation