Skip to main content
Log in

Recent progress in the synthesis of thiazolo[3,2-b][1,2,4]triazoles (microreview)

  • HETEROCYCLES IN FOCUS
  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

A summary of the most recent approaches toward synthesis of thiazolo[3,2-b][1,2,4]triazole system is reported. The microreview covers the latest selected examples on the synthesis of thiazolo[3,2-b][1, 2, 4]triazoles via condensation, annulation of a multiple bond or thiirane ring, as well as C–H functionalization of thiazole moiety.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. Zaharia, V.; Silvestru, A.; Palibroda, N.; Mogosan, C. Farmacia 2011, 59, 624.

    CAS  Google Scholar 

  2. Barbuceanu, S. F.; Draghici, C.; Barbuceanu, F.; Bancescu, G.; Saramet, G. Chem. Pharm. Bull. 2015, 63, 694.

    Article  CAS  Google Scholar 

  3. Bakali, J. L.; Klupsch, F.; Guédin, A.; Brassart, B.; Fontaine, G.; Farce, A.; Roussel, P.; Houssin, R.; Bernier, J.-L.; Chavatte, P.; Mergny, J.-L.; Riou, J.-F.; Hénichart, J.-P. Bioorg. Med. Chem. Lett. 2009, 19, 3434.

    Article  Google Scholar 

  4. Tozkoparan, B.; Aytaç, S. P.; Gürsoy, S.; Aktay, G. Med. Chem. Res. 2012, 21, 192.

    Article  CAS  Google Scholar 

  5. Kumar, P.; Kumar, A.; Makrandi, J. K. J. Heterocycl. Chem. 2013, 50, 1223.

    Article  CAS  Google Scholar 

  6. Komal, J.; Makrandi, J. K. Indian J. Chem. 2012, 51, 1511.

    Google Scholar 

  7. Lesyk, R.; Vladzimirska, O.; Holota, S.; Zaprutko, L.; Gzella, A. Eur. J. Med. Chem. 2007, 42, 641.

    Article  CAS  Google Scholar 

  8. Kumsi, M.; Poojary, B.; Lobo, P. L.; Kumari, N. S.; Chullikana, A.. Z. Naturforsch. 2010, 65, 617.

    Google Scholar 

  9. Assarzadeh, V. J.; Almasirad, A.; Shafiee, A.; Koopaei, M. N.; Abdollahi, M. Med. Chem. Res. 2014, 23, 948.

    Article  CAS  Google Scholar 

  10. Uzgören-Baran, A.; Cahide Tel, B.; Sarıgöl, D.; Öztürk, E. I.; Kazkayas, I.; Okay, G.; Ertan, M.; Tozkoparan, B. Eur. J. Med. Chem. 2012, 57, 398.

    Article  Google Scholar 

  11. Sarigol, D.; Uzgoren-Baran, A.; Tel, B. C.; Somuncuoglu, E. I.; Kazkayasi, I.; Ozadali-Sari, K.; Unsal-Tan, O.; Okay, G.; Ertan, M.; Tozkoparan, B. Bioorg. Med. Chem. 2015, 23, 2518.

    Article  CAS  Google Scholar 

  12. El-Sherief, H. A. H.; Hozien, Z. A.; El-Mahdy, A. F. M.; Sarhan, A. A. O. ARKIVOC 2011, (x), 71.

  13. Lobo, P. L.; Poojary, B.; Manjunath, K.; Kumari, N. S. Z. Naturforsch. 2010, 65B, 617.

    Google Scholar 

  14. Korol, N. I.; Pantyo, V. V.; Slivka, M. V.; Kryvovyaz, A. O.; Koval, G. M.; Lendel, V. G. UA Patent 12301, 2016.

  15. Rzhevskii, A. A.; Gerasimova, N. P.; Alov, A. M.; Kozlova, O. S.; Danilova, A. S.; Khapova, S. A.; Suponitskii, K. Yu. Russ. Chem. Bull., Int. Ed. 2012, 61, 2133. [Izv. Akad. Nauk, Ser. Khim. 2012, 2116.]

    Article  CAS  Google Scholar 

  16. Saundane, A.R.; Manjunatha, Y. Arabian J. Chem. 2016, 9, 501.

    Article  Google Scholar 

  17. Seelam, N.; Shrivastava, S. P.; Prasanthi, S.; Gupta, S. J. Saud. Chem. Soc. 2016, 20, 411.

    Article  CAS  Google Scholar 

  18. Davoodnia, A.; Ameli, S.; Tavakoli, H. N. Asian J. Chem. 2011, 23, 3707.

    CAS  Google Scholar 

  19. Usenko, R. M.; Slivka, M. V.; Lendel, V. G. Chem. Heterocycl. Compd. 2011, 47, 1029. [Khim. Geterotsikl. Soedin. 2011, 1248.]

    Google Scholar 

  20. Il'inykh, E. S.; Kim, D. G. Chem. Heterocycl. Compd. 2011, 47, 636. [Khim. Geterotsikl. Soedin. 2011, 766.]

    Google Scholar 

  21. Slivka, M.; Korol, N.; Rusyn, I.; Lendel, V. Heterocycl. Commun. 2015, 21, 397.

    Article  CAS  Google Scholar 

  22. Slivka, M.; Korol, N.; Pantyo, V.; Baumer V.; Lendel, V. Heterocycl. Commun. 2017, 23, 109.

    Article  CAS  Google Scholar 

  23. Erkhitueva, E. B.; Dogadina, A. V.; Khramchikhin, A. V.; Ionin, B. I. Tetrahedron Lett. 2012, 53, 4304.

    Article  CAS  Google Scholar 

  24. Shah, T. A.; Ahmad, S.; Mir, N. A.; Muneer, M.; Rath, N. P.; Ahmad, M. RSC Adv. 2015, 5, 107931. [Correction: RSC Adv. 2016, 6, 9437.]

    Google Scholar 

  25. Klen, E. E.; Khaliullin, F. A. Russ. J. Org. Chem. 2011, 47, 236. [Zh. Org. Khim. 2011, 47, 244.]

    Google Scholar 

  26. Kazzouli, S. L.; Koubachi, J.; Brahmi N. E.; Guillaumet, G. RSC Adv. 2015, 5, 15292. DOI: https://doi.org/10.1039/C4RA15384G

    Article  Google Scholar 

  27. Le Meur, M.; Bourg, S.; Massip, S.; Marchivie, M.; Jarry, C.; Guillaumet, G.; Routier, S. Eur. J. Org. Chem. 2014, 3704.

  28. Zhang, H. J. Organomet. Chem. 2014, 756, 47.

    Article  CAS  Google Scholar 

  29. Wang, S.-H.; Liu, W.-J.; Zhan, H.-Y.; Zhang, H.; Liang, Y.; Tian, Y. RSC Adv. 2013, 3, 23972.

    Article  CAS  Google Scholar 

  30. Xie, Z.; Zhu, X.; Guan, Y.; Zhu, D.; Hu, H.; Lin, C.; Pan, Y.; Jiang, J.; Wang, L. Org. Biomol. Chem. 2013, 11, 1390.

    Article  CAS  Google Scholar 

  31. Liu, W.; Wang, S.; Lin, J.; Jiang, Y.; Zhang, Q.; Zhong, Y., Synlett 2014, 25, 586.

    Article  Google Scholar 

  32. Liu, W.; Wang, S.; Li, Z.; Huang, Y.; Li, S.; Wang, A. Synlett 2015, 26, 2561.

    Article  Google Scholar 

  33. Liu, W.; Wang, S.; Zhan, H.; Lin, J.; He, P.; Jiang, Y. Tetrahedron Lett. 2014, 55, 3549.

    Article  CAS  Google Scholar 

  34. Wang, S.; Liu, W.; Cai, Z.; Li, S.; Liu, J.; Wang, A. Synlett 2016, 27, 2264.

    Article  CAS  Google Scholar 

  35. Mei, H.; Xiong, Y.; Xie, C.; Soloshonok, V. A.; Han, J.; Pana, Y. Org. Biomol. Chem. 2014, 12, 2108.

    Article  CAS  Google Scholar 

  36. Xie, C.; Mei, H.; Wu, L.; Han, J.; Soloshonok, V.; Pan, Y. J. Fluorine Chem. 2014, 165, 67.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Mikhailo V. Slivka.

Additional information

Published in Khimiya Geterotsiklicheskikh Soedinenii, 2017, 53(8), 852–854

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Korol, N.I., Slivka, M.V. Recent progress in the synthesis of thiazolo[3,2-b][1,2,4]triazoles (microreview). Chem Heterocycl Comp 53, 852–854 (2017). https://doi.org/10.1007/s10593-017-2136-3

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10593-017-2136-3

Keywords

Navigation