Skip to main content
SpringerLink
Log in

Synthesis and reactivity of 1,2,4-oxadiazolium salts

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

This review summarizes the reports related to the chemistry of 1,2,4-oxadiazolium salts and published until 2020. Emphasis has been put on the information revealing convenient synthetic methods for the preparation of these specific organic compounds. Importantly, this review sheds the light on reactivity and thereby synthetic potential of 1,2,4-oxadiazolium salts.

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

Figure 1

Similar content being viewed by others

References

  1. (a) Piccionello, A. P.; Pace, A.; Buscemi, S. Chem. Heterocycl. Compd. 2017, 53, 936. [Khim. Geterotsikl. Soedin. 2017, 53, 936.] (b) Pace, A.; Buscemi, S.; Piccionello, A. P.; Pibiri, I. Adv. Heterocycl. Chem. 2015, 116, 85. b Romeo, G.; Chiacchio, U. In Modern Heterocyclic Chemistry; Alvarez-Builla, J.; Vaquero, J. J.; Barluenga, J., Eds.; Wiley-VCH: Weinheim, 2011, Vol. 2, p. 1047. c Kayukova, L. A. Pharm. Chem. J. 2005, 39, 539.

  2. (a) Bolotin, D. S.; Bokach, N. A.; Demakova, M. Ya.; Kukushkin, V. Yu. Chem. Rev. 2017, 117, 13039. (b) Bolotin, D. S.; Kulish, K. I.; Bokach, N. A.; Starova, G. L.; Gurzhiy, V. V.; Kukushkin, V. Yu. Inorg. Chem. 2014, 53, 10312.

  3. Trifonov, R. E.; Volovodenko, A. P.; Vergizov, S. N.; Shirinbekov, N. I.; Gindin, V. A.; Koren, A. O.; Ostrovskii, V. A. Helv. Chim. Acta 2005, 88, 1790.

    Article  CAS  Google Scholar 

  4. Dobler, M. R. Org. Biomol. Chem. 2004, 2, 963.

    Article  CAS  Google Scholar 

  5. Bock, M. G.; Smith, R. L.; Blaine, E. H.; Cragoe, E. J., Jr. J. Med. Chem. 1986, 29, 1540.

    Article  CAS  Google Scholar 

  6. Buscemi, S.; Macaluso, G.; Frenna, V.; Vivona, N. J. Heterocycl. Chem. 1986, 23, 1175.

    Article  CAS  Google Scholar 

  7. (a) Novikov, A. S.; Bolotin, D. S. J. Phys. Org. Chem. 2018, 31, e3772. (b) Bolotin, D. S.; Burianova, V. K.; Novikov, A. S.; Demakova, M. Ya.; Pretorius, C.; Mokolokolo, P. P.; Roodt, A.; Bokach, N. A.; Suslonov, V. V.; Zhdanov, A. P.; Zhizhin, K. Yu.; Kuznetsov, N. T.; Kukushkin, V. Yu. Organometallics 2016, 35, 3612.

  8. Il’in, M. V.; Bolotin, D. S.; Suslonov, V. V.; Kukushkin, V. Yu. New J. Chem. 2018, 42, 9373.

    Article  Google Scholar 

  9. Jochims, J. C.; Hamed, A.; Huu-Phuoc, T.; Hofmann, J.; Fischer, H. Synthesis 1989, 918.

  10. Ryabukhin, Yu. I.; Eliseeva, A. Yu.; Suzdalev, K. F. Chem. Heterocycl. Compd. 1992, 28, 236. [Khim. Geterotsikl. Soedin. 1992, 280.]

  11. Abu-El-Halawa, R.; Shrestha-Dawadi, P. B.; Jochims, J. C. Chem. Ber. 1993, 126, 109.

    Article  Google Scholar 

  12. Carella, S.; Memeo, M. G.; Quadrelli, P. ChemistryOpen 2019, 8, 1209.

    Article  CAS  Google Scholar 

  13. Buscemi, S.; Pace, A.; Pibiri, I.; Vivona, N.; Spinelli, D. J. Org. Chem. 2003, 68, 605.

    Article  CAS  Google Scholar 

  14. Buscemi, S.; Pace, A.; Pibiri, I.; Vivona, N.; Lanza, C. Z.; Spinelli, D. Eur. J. Org. Chem. 2004, 974.

  15. Il’in, M. V.; Sysoeva, A. A.; Bolotin, D. S.; Novikov, A. S.; Suslonov, V. V.; Rogacheva, E. V.; Kraeva, L. A.; Kukushkin, V. Yu. New J. Chem. 2019, 43, 17358.

    Article  Google Scholar 

  16. Il’in, M. V.; Lesnikova, L. A.; Bolotin, D. S.; Novikov, A. S.; Suslonov, V. V.; Kukushkin, V. Yu. New J. Chem. 2020, 44, 1253.

    Article  Google Scholar 

Download references

This work was supported by the Russian Foundation for Basic Research (grant 18-33-20012).

Author information

Authors and Affiliations

  1. Institute of Chemistry, Saint Petersburg State University, 7/9 University Embankment, Saint Petersburg, 199034, Russia

    Mikhail V. Il’in & Dmitrii S. Bolotin

Authors
  1. Mikhail V. Il’in
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Dmitrii S. Bolotin
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Dmitrii S. Bolotin.

Additional information

Published in Khimiya Geterotsiklicheskikh Soedinenii, 2020, 56(7), 824–828

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Il’in, M.V., Bolotin, D.S. Synthesis and reactivity of 1,2,4-oxadiazolium salts. Chem Heterocycl Comp 56, 824–828 (2020). https://doi.org/10.1007/s10593-020-02738-w

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10593-020-02738-w

Keywords

Search

Navigation