Skip to main content
SpringerLink
Log in

Heterocyclization of 2-(Propargylsulfanyl)-1,3-thiazole Derivatives by the Action of Halogens

  • Published:
Russian Journal of Organic Chemistry Aims and scope Submit manuscript

Abstract

Reactions of 2-(propargylsulfanyl)-5-methyl-1,3,4-thiadiazole, N-[5-(propargylsulfanyl)-1,3,4-thiadiazol- 2-yl]benzamide, 2-(propargylsulfanyl)-1,3-benzothiazole, and 2-(propargylsulfanyl)-4,5-dihydro-1,3- thiazole with iodine involved annulation of the unsaturated substituent with formation of fused thiazole ring. 2(5)-(Propargylsulfanyl)-1,3,4-thiadiazole derivatives reacted with bromine to give mixtures of heterocyclization products and bromine adducts to the triple bond. The bromination of 2-(propargylsulfanyl)-4,5-dihydro- 1,3-thiazole afforded only the bromine addition product to the triple bond.

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

References

  1. Wei, P.H.L., US Patent no. 4 327 221, 1982.

  2. Claremon, D.A., Friedman, P.A., Remy, D.C., and Stern, A.M., US Patent no. 4 968 494, 1990.

  3. Kim, D.G., Sudolova, N.M., and Slepukhin, P.A., Chem. Heterocycl. Compd., 2011, vol. 47, no. 5, p.631.

    Article  CAS  Google Scholar 

  4. Tarasova, N.M. and Kim, D.G., Vestn. Yuzhno-Ural. Gos. Univ., Ser. Khim., 2015, vol. 7, no. 2, p.4.

    Google Scholar 

  5. Tarasova, N.M., Kim, D.G., and Slepukhin, P.A., Chem. Heterocycl. Compd., 2015, vol. 51, no. 10, p.923.

    Article  CAS  Google Scholar 

  6. Tobey, S.W., J. Org. Chem., 1969, vol. 34, no. 5, p. 1281.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. South Ural State University, pr. im. Lenina 76, Chelyabinsk, 454071, Russia

    N. M. Tarasova, D. G. Kim & A. E. Borisova

  2. Yeltsin Ural Federal University, ul. Mira 19, Yekaterinburg, 620002, Russia

    O. S. El’tsov & T. S. Shtukina

Authors
  1. N. M. Tarasova
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. D. G. Kim
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. O. S. El’tsov
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. T. S. Shtukina
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. A. E. Borisova
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to N. M. Tarasova.

Additional information

Original Russian Text © N.M. Tarasova, D.G. Kim, O.S. El’tsov, T.S. Shtukina, A.E. Borisova, 2018, published in Zhurnal Organicheskoi Khimii, 2018, Vol. 54, No. 3, pp. 463–467.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Tarasova, N.M., Kim, D.G., El’tsov, O.S. et al. Heterocyclization of 2-(Propargylsulfanyl)-1,3-thiazole Derivatives by the Action of Halogens. Russ J Org Chem 54, 469–474 (2018). https://doi.org/10.1134/S1070428018030156

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070428018030156

Search

Navigation