Skip to main content
SpringerLink
Log in

Synthesis of new ferrocene derivatives with a 4,5-dichloroisothiazole fragment

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

Abstract

Conjugates of ferrocene and 4,5-dichloroisothiazole were synthesized, where the ferrocene and isothiazole moieties are linked through various structural fragments. The acylation of ferrocene with 4,5- dichloroisothiazole-3-carbonyl chloride gave (4,5-dichloroisothiazol-3-yl) ferrocenyl ketone; the acylation of aminomethylferrocene furnished the corresponding amide. The esterification of ferrocene-1,1′-dicarboxylic acid with 4,5-dichloroisothiazol-3-yl-methanol resulted in the formation of the corresponding ester. The condensation of 1,1′-diacetylferrocene with 4,5-dichloroisothiazole-3-carbaldehyde afforded ferrocenophane containing 4,5-dichloroisothiazole moieties.

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. Van Staveren, D.R. and Metzler-Nolte, N., Chem. Rev., 2004, vol. 104, no. 12, p. 5931. doi 10.1021/cr0101510

    Article  Google Scholar 

  2. Snegur, L.V., Simenel, A.A., Nekrasov, Yu.S., Morozova, E.A., Starikova, Z.A., Peregudova, S.M., Kuzmenko, Yu.V., Babin, V.N., Ostrovskaya, L.A., Bluchterova, N.V., and Fomina, M.M., J. Organomet. Chem., 2004, vol. 689, no. 15, p. 2473. doi 10.1016/j.jorganchem.2004.05.001

    Article  CAS  Google Scholar 

  3. Beebe, J.S., Jani, J.P., Knauth, E., Goodwin, P., Higdon, C., Rossi, A.M., Emerson, E., Finkelstein, M., Floyd, E., Harriman, S., Atherton, J., Hillerman, S., Soderstrom, C., Kou, K., Gant, T., Noe, M.C., Foster, B., Rastinejad, F., Marx, M.A., Schaeffer, T., Whalen, P.M., and Roberts, W.G., Cancer Res., 2003, vol. 63, no. 21, p. 7301.

    CAS  Google Scholar 

  4. Kulchitsky, V.A., Potkin, V.I., Zubenko, Yu.S., Chernov, A.N., Talabaev, M.V., Demidchik, Yu.E., Petkevich, S.K., Kazbanov, V.V., Gurinovich, T.A., Roeva, M.O., Grigoriev, D.G., Kletskov, A.V., and Kalunov, V.N., Med. Chem., 2012, vol. 8, no. 1, p. 22. doi 10.2174/157340612799278298

    Article  CAS  Google Scholar 

  5. Kletskov, A.V., Potkin, V.I., Dikusar, E.A., and Zolotar, R.M., Nat. Prod. Commun., 2017, vol. 12, no. 1, p. 105.

    Google Scholar 

  6. Potkin, V.I., Dikusar, E.A., Kletskov, A.V., Petkevich, S.K., Semenova, E.A., Kolesnik, I.A., Zvereva, T.D., Zhukovskaya, N.A., Rosentsveig, I.B., Levkovskaya, G.G., and Zolotar, R.M., Russ. J. Gen. Chem., 2016, vol. 86, no. 2, p. 338. doi 10.1134/S1070363216020237

    Article  CAS  Google Scholar 

  7. Belarus Patent 11593, 2008.

  8. Li, W., Wei, T., Gao, Y., Xi, K., and Jia, X., Polymer, 2012, vol. 53, no. 6, p. 1236. doi 10.1016/j.polymer.2012.01.052

    Article  CAS  Google Scholar 

  9. Potkin, V.I., Petkevich, S.K., Kletskov, A.V., Dikusar, E.A., Zubenko, Yu.S., Zhukovskaya, N.A., Kazbanov, V.V., and Pashkevich, S.G., Russ. J. Org. Chem., 2013, vol. 49, no. 10, p. 1523. doi 10.1134/S1070428013100205

    Article  CAS  Google Scholar 

  10. Khan, M.S., Nigar, A., Bashir, M.A., and Akhter, Z., Synth. Commun., 2007, vol. 37, no. 3, p. 473. doi 10.1080/00397910601039218

    Article  CAS  Google Scholar 

  11. Bumagin, N.A., Zelenkovskii, V.M., Kletskov, A.V., Petkevich, S.K., Dikusar, E.A., and Potkin, V.I., Russ. J. Gen. Chem., 2016, vol. 86, no. 1, p. 68. doi 10.1134/S1070363216010138

    Article  CAS  Google Scholar 

  12. Shul’gin, G.B. and Rybinskaya, M.I., Russ. Chem. Rev., 1974, vol. 43, no. 9, p. 716.

    Article  Google Scholar 

  13. Modern Cyclophane Chemistry, Gleiter, R. and Hopf, H., Weinheim: Wiley-VCH Verlag GmbH & Co. KGaA, 2005, p. 131. doi 10.1002/3527603964.ch5

  14. Zhukovskaya, N.A., Dikusar, E.A., Potkin, V.I., Shirokii, V.L., and Petkevich, S.K., Russ. J. Gen. Chem., 2009, vol. 79, no. 8, p. 1660. doi 10.1134/S1070363209080131

    Article  CAS  Google Scholar 

  15. Zhukovskaya, N.A., Dikusar, E.A., Potkin, V.I., Petkevich, S.K., Zvereva, T.D., Zubenko, Yu.S., Rudakov, D.A., and Shirokii, V.L., Russ. J. Gen. Chem., 2013, vol. 83, no. 3, p. 542. doi 10.1134/S1070363213030225

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Institute of Physical Organic Chemistry, National Academy of Sciences of Belarus, ul. Surganova 13, Minsk, 220072, Belarus

    A. V. Kletskov, I. A. Kolesnik, E. A. Dikusar, N. A. Zhukovskaya & V. I. Potkin

Authors
  1. A. V. Kletskov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. I. A. Kolesnik
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. E. A. Dikusar
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. N. A. Zhukovskaya
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. V. I. Potkin
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to A. V. Kletskov.

Additional information

Original Russian Text © A.V. Kletskov, I.A. Kolesnik, E.A. Dikusar, N.A. Zhukovskaya, V.I. Potkin, 2017, published in Zhurnal Obshchei Khimii, 2017, Vol. 87, No. 6, pp. 946–950.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Kletskov, A.V., Kolesnik, I.A., Dikusar, E.A. et al. Synthesis of new ferrocene derivatives with a 4,5-dichloroisothiazole fragment. Russ J Gen Chem 87, 1167–1171 (2017). https://doi.org/10.1134/S107036321706010X

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S107036321706010X

Keywords

Search

Navigation