Skip to main content
Log in

Pyrroles from ketoximes and acetylene. 39. Effect of the nature of the alkali metal cation and the solvent on the reaction rate in MOH-DMSO systems

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The principal tendencies of the effect of the nature of the cation of the hydroxide (Li+, Na+, K+, Rb+, Cs+), the solvent [DMSO, hexamethylphosphoric triamide (HMPT), 1-methyl-2-pyrrolidone, sulfolane, DMF, polyethylene glycol, hydrazine hydrate, tetramethylurea], and the additive (cesium and rubidium salts and linear and macrocyclic polyethers) in the KOH-DMSO catalytic system on the processes involved in the pyrrolization of acetophenone oxime with acetylene and the vinylation of the resulting 2-phenylpyrrole were ascertained.

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. S. E. Korostova, A. I. Mikhaleva, L. N. Sobenina, S. G. Shevchenko, M. V. Sigalov, I. M. Karataeva, and B. A. Trofimov, Khim. Geterotsikl. Soedin., No. 1, 48 (1989).

    Google Scholar 

  2. B. A. Trofimov and A. I. Mikhaleva, N-Vinylpyrroles [in Russian], Nauka, Novosibirsk (1984).

    Google Scholar 

  3. B. A. Trofimov and A. I. Mikhaleva, Khim. Geterotsikl. Soedin., No. 10, 1299 (1980).

    Google Scholar 

  4. B. A. Trofimov, Zh. Org. Khim., 22, 1991 (1986).

    Google Scholar 

  5. B. A. Trofimov, S. E. Korostova, A. I. Mikhaleva, L. N. Sobenina, A. N. Vasil'ev, and R. N. Nesterenko, Khim. Geterotsikl. soedin., No. 2, 273 (1983).

    Google Scholar 

  6. B. A. Trofimov, S. E. Korostova, A. I. Mikhaleva, L. N. Sobenina, V. V. Shcherbakov, and M. V. Sigalov. Khim. Geterotsikl. Soedin., No. 2, 276 (1983).

    Google Scholar 

  7. S. E. Korostova, a. I. Mikhaleva, and L. N. Sobenina, Summaries of Papers Presented at the 4th All-Union Colloquium on Organic Syntheis [in Russian], Moscow (1984), p. 110.

  8. B. A. Trofimov, S. G. Shevchenko, S. E. Korostova, A. I. Mikhaleva, and V. V. Shcherbakov, Khim. Geterotsikl. Soedin., No. 11, 1573 (1985).

    Google Scholar 

  9. B. A. Trofimov, A. I. Mikhaleva, A. N. Vasil'ev, S. E. Korostova, and S. G. Shevchenko, Khim. Geterotsikl. Soedin., No. 1, 59 (1985).

    Google Scholar 

  10. S. E. Korostova, A. I. Mikhaleva, L. N. Sobenina, S. G. Shevchenko and R. I. Polovnikova, Zh. Org. Khim, 22, 492 (1986).

    Google Scholar 

  11. S. E. Korostova, L. N. Sobenina, R. N. Nesterenko, I. A. Aliev, and A. I. Mikhaleva, Zh. Org. Khim., 20, 1960 (1984).

    Google Scholar 

  12. S. E. Korostova, A. I. Mikhaleva, R. N. Nesterenko, N. V. Maznaya, V. K. Voronov, and N. M. Borodina, Zh. Org. Khim., 21, 406 (1985).

    Google Scholar 

  13. G. G. Yakobson and V. V. Bardin, The Fluoride Ion in Organic Chemistry [in Russian], Nauka, Novosibirsk (1986), p. 16.

    Google Scholar 

  14. B. A. Trofimov, Heteroatomic Acetylene Derivatives. New Polyfunctional Monomers, Reagents, and Intermediates [in Russian], Nauka, Moscow (1981).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

See [1] for Communication 38.

Translated from Khimiya Geterotsiklicheskikh Soedinenii No. 6, pp. 770–773, June, 1989.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Korostova, S.E., Shevchenko, S.G., Polubentsev, E.A. et al. Pyrroles from ketoximes and acetylene. 39. Effect of the nature of the alkali metal cation and the solvent on the reaction rate in MOH-DMSO systems. Chem Heterocycl Compd 25, 635–638 (1989). https://doi.org/10.1007/BF00470020

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00470020

Keywords

Navigation