Skip to main content
SpringerLink
Log in

Investigation of the reaction of vinyloxy-pyridines and n-vinylpyridines with bromine

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The addition of bromine to vinyl derivatives of 2-hydroxypyridine, 2-hydroxylepidine, and 8-hydroxyquinoline was studied. The behavior of the compounds differs as a function of the structure and the position of the vinyl group attached to the oxygen or nitrogen of the pyridine ring. A complex involving the unshared electron pair of the nitrogen atom is obtained with 2-vinyloxypyridine and bromine. N-Vinyl-2-pyridone and 2-vinyloxylepidine add bromine primarily at the double bond of the vinyl group. This reaction proceeds in a more complex fashion with N-vinyl-2-lepidone and 8-vinyloxyquinoline. The structures of the synthesized compounds were investigated by means of IR and PMR spectra.

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. J. Eisch and B. Jaselskis, J. Org. Chem.,28, 2865 (1963).

    Google Scholar 

  2. D. M. Williams, J. Chem. Soc., 2783 (1931).

  3. R. M. Acheson, T. G. Noult, and K. A Barnard, J. Chem. Soc., 4142 (1954).

  4. E. Ya. Gorenbein, N. O. Labkovskaya, and I. L. Abarbarchuk, Khim. Geterotsikl. Soedin., 402 (1966).

  5. P. B. De La Mare and R. Bolton, Electrophilic Additions to Unsaturated Systems, Am. Elsevier (1966).

  6. B. I. Ionin and B. A. Ershov, NMR Spectroscopy in Organic Chemistry [in Russian], Khimiya (1967), pp. 149, 209, 228, and 231.

Download references

Author information

Authors and Affiliations

  1. Irkutsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR, U.S.S.R.

    S. M. Tyrina, G. G. Skvortsova, V. K. Voronov, D. G. Kim & V. I. Skorobogatova

Authors
  1. S. M. Tyrina
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. G. G. Skvortsova
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. V. K. Voronov
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. D. G. Kim
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. V. I. Skorobogatova
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 626–630, May, 1971.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Tyrina, S.M., Skvortsova, G.G., Voronov, V.K. et al. Investigation of the reaction of vinyloxy-pyridines and n-vinylpyridines with bromine. Chem Heterocycl Compd 7, 587–590 (1971). https://doi.org/10.1007/BF00945499

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00945499

Keywords

Search

Navigation