Skip to main content
SpringerLink
Log in

Investigation of the halocyclization of S- and N-allyl derivatives of 2-benzothiazolethione

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

3-Allyl-2-benzothiazolethione reacts with iodine regiospecifically with annelation of the five-membered ring, while with bromine a mixture of the five- and six-membered rings are formed. 2-Allylthioben- zothiazole reacts with halogens with annelation of the five- and six-membered rings, while 2-(2-methyl-2-propenyl)thiobenzothiazole is annelated at the five-membered ring.

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

Fig. 1

Similar content being viewed by others

References

  1. M. Kocevar, B. Stanovnik, and M. Tisler, Croat. Chem. Acta, 45, 457 (1973).

    CAS  Google Scholar 

  2. N. I. Korotkikh, A. F. Aslanov, and O. P. Shvaika, Khim. Geterotsikl. Soedin., 855 (1990). [Chem.Heterocycl. Comp., 26, 716 (1990)].

    Google Scholar 

  3. D. G. Kim, Khim. Geterotsikl. Soedin., 556 (1998). [Chem. Heterocycl. Comp., 34, 505 (1998)].

    Google Scholar 

  4. K. Undheim and K. R. Reistad, Acta. Chem. Scand., 24, 2949 (1970).

    Article  CAS  Google Scholar 

  5. A. M. Shestopalov, M. A. Rodinovskaya, Yu. A. Sharanin, and V. P. Litvinov, Khim. Geterotsikl. Soedin., 256 (1990). [Chem. Heterocycl. Comp., 26, 221 (1990)].

    Google Scholar 

  6. D. G. Kim, Khim. Geterotsikl. Soedin., 334 (1999). [Chem. Heterocycl. Comp., 35, 290 (1999)].

    Google Scholar 

  7. D. G. Kim, N. M. Sudolova, P.A. Slepuhin, and V. N. Charushin, Khim. Geterotsikl. Soedin., 1744 (2010). [Chem. Heterocycl. Comp., 46, 1420 (2010)].

    Google Scholar 

  8. R. C. Clark and J. S. Reid, Acta Crystallogr., A51, 887 (1955).

    Google Scholar 

  9. G. M. Sheldrick, Acta Crystallogr., A64, 112 (2008).

    CAS  Google Scholar 

  10. V. L. Lapenko, L. M. Pavlov, and G. V. Shatalov, Handbook on the Synthesis of Polymerization monomers and High-molecular Compounds, [in Russian]. Izd-vo Voronezh. Un-ta, Voronezh, 1983, p. 105.

    Google Scholar 

  11. T. Takahashi, K. Aritsune, and H. Jun-ichi, Bull. Inst., Chem. Res., Kyoto Univ., 163 (1979).

Download references

Author information

Authors and Affiliations

  1. South Ural State University, 76 Lenin Prosp., Chelyabinsk, 454080, Russia

    D. G. Kim & N. M. Sudolova

  2. I. Ya. Postovskii Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 Akade- micheskaya/20 S. Kovalevskoi Str., Yekaterinburg, 620990, Russia

    P. A. Slepuhin

Authors
  1. D. G. Kim
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. N. M. Sudolova
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. P. A. Slepuhin
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to D. G. Kim.

Additional information

Celebrating the jubilee of Academician of the Russian Academy of Sciences V. N. Charushin.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, 760–765, May 2011.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Kim, D.G., Sudolova, N.M. & Slepuhin, P.A. Investigation of the halocyclization of S- and N-allyl derivatives of 2-benzothiazolethione. Chem Heterocycl Comp 47, 631–635 (2011). https://doi.org/10.1007/s10593-011-0808-y

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10593-011-0808-y

Keywords

Search

Navigation