Skip to main content
SpringerLink
Log in

Unexpected transformations ofO-vinylacetophenone oxime in the system ButOK-THF

  • Brief Communications
  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

Transformation ofO-vinylacetophenone oxime in the system ButOK-THF was studied. The reaction at 60–65 °C was shown to afford not the anticipated 2-phenylpyrrole, but, instead, 2,4-diphenylpyrrole (21% yield) and oligomer products (40% yield). The latter have the same elemental composition as the startingO-vinyl oxime but do not contain vinyloxy groups or pyrrole fragments.

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

References

  1. B. A. Trofimov, A. I. Mikhaleva,N-Vinylpyrroles, Nauka, Novosibirsk, 1984, 262 p.

    Google Scholar 

  2. B. A. Trofimov,Preparation of Pyrroles from Ketoximes and Acetylenes, Advances in Heterocyclic Chemistry, 1990,51, 177.

    CAS  Google Scholar 

  3. B. A. Trofimov and A. I. Mikhaleva,Heterocycles, 1994,37, 1193.

    Article  CAS  Google Scholar 

  4. O. A. Tarasova, S. E. Korostova, A. I. Mikhaleva, L. N. Sobenina, R. N. Nesterenko, S. G. Shevchenko, B. A. Trofimov,Zhurn. Organ. Khim., 1994,30, 810 [Rus.J. Org. Chem., 1994,30, 810 (Engl. Transl.)].

    CAS  Google Scholar 

  5. L. Bellami,Infrakrasnye spektry slozhnykh molekul, Izd. Inostr. Lit., Moscow, 1963, 590 p. [The Infrared Spectra of Complex Molecules, J. Wiley, New York, 1961].

    Google Scholar 

  6. B. A. Trofimov, O. A. Tarasova, M. V. Sigalov, and A. I. Mikhaleva,Tetrahedron Lett., 1995,36, 9181.

    Article  CAS  Google Scholar 

  7. M. A. Yurovskaya, A. Z. Afanasyev, Yu. G. Bundel,Khim. Geterotsikl. Soedin., 1984, 1077 [Chem. Heterocycl. Compd., 1984 (Engl. Transl.)].

Download references

Author information

Authors and Affiliations

  1. Irkutsk Institute of Organic Chemistry, Siberian Division of the Russian Academy of Sciences, I, ul. Favorskogo, 664033, Irkutsk, Russian Federation

    B. A. Trofimov, O. A. Tarasova, E. Yu. Shmidt, A. I. Mikhaleva & L. M. Sinegovskaya

Authors
  1. B. A. Trofimov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. O. A. Tarasova
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. E. Yu. Shmidt
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. A. I. Mikhaleva
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. L. M. Sinegovskaya
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated fromIzvestiya Akademii Nauk, Seriya Khimicheskaya, No. 3, pp. 615–617, March, 1997.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Trofimov, B.A., Tarasova, O.A., Shmidt, E.Y. et al. Unexpected transformations ofO-vinylacetophenone oxime in the system ButOK-THF. Russ Chem Bull 46, 594–596 (1997). https://doi.org/10.1007/BF02495424

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02495424

Key words

Search

Navigation