Efficient Synthesis of Conjugated 1,2,4-Triazole Derivatives under Suzuki Cross-Coupling Reactions in the Presence of Ionic Liquids

Green chemistry
Proceedings of the 2nd International Scientific Conference «Chemical Technology and Engineering»: June 24–28, 2019, Lviv: Lviv Polytechnic National University, 2018, pp. 262–264


First and Last Name Academic degree E-mail Affiliation
Agnieszka Kudelko Sc.D. Agnieszka.Kudelko [at] polsl.pl The Silesian University of Technology
Gliwice, Poland
Monika Olesiejuk Ph.D. Monika.Olesiejuk [at] polsl.pl The Silesian University of Technology
Gliwice, Poland

I and my co-authors (if any) authorize the use of the Paper in accordance with the Creative Commons CC BY license

First published on this website: 10.04.2019 - 11:41

The new derivatives of 4-phenyl-4H-1,2,4-triazole were synthesized under palladium catalyzed Suzuki cross-coupling reaction utilizing the intermediate 3,5-bis(4-bromophenyl)-4-phenyl-4H-1,2,4-triazole and boronic acids. The transformations conducted both in the presence of conventional solvents and in ionic liquids resulted in the formation of the conjugated 1,2,4-triazole arrangements in high yields.


[1] A. D. M. Curtis, N. Jennings in A. R. Katritzky, C. A. Ramsden, E. F. V. Scriven, R. J. K. Taylor, 1,2,4-Triazoles, Comprehensive Heterocyclic Chemistry III, Elsevier Science Ltd., Oxford, vol. 5, ch. 5.02, pp 159-209, 2008.

[2] C. H. Zhou, Y. Wang, Recent researches in triazole compounds as medicinal drugs, Curr. Med. Chem., vol. 19, pp. 239-280, 2012.

[3] Y. Tao, Q. Wang, L. Ao, C. Zhong, C. Yang, J. Qin, D. Ma, Highly Efficient Phosphorescent Organic Light-Emitting Diodes Hosted by 1,2,4-Triazole-Cored Triphenylamine Derivatives: Relationship between Structure and Optoelectronic Properties, J. Phys. Chem. C, vol. 114, pp. 601-609, 2010.

[4] Sudheer, M. A. Quraishi, Electrochemical and theoretical investigation of triazole derivatives on corrosion inhibition behavior of copper in hydrochloric acid medium, Corros. Sci., vol. 70, pp. 161-169, 2013.

[5] S. C. Holm, B. F. Straub, Synthesis of N-Substituted 1,2,4-Triazoles. A Review, Org. Prep. Proced. Int., vol. 43, pp. 319-347, 2011.

[6] M. J. Earle, K. R. Seddon, Ionic liquids. Green solvents for the future, Pure Appl. Chem., vol. 72, pp. 1391-1398, 2000.

[7] A. Kudelko, M. Wróblowska, T. Jarosz, K. Łaba, M. Łapkowski, Synthesis, spectral characteristics and electrochemistry of symmetrically substituted hybrids derived from 2,5-bis(4-bromophenyl)-1,3,4-oxadiazole under Suzuki cross-coupling reaction, Arkivoc, vol. V, pp. 287-302, 2015.

[8] M. Wróblowska, A. Kudelko, M. Łapkowski, Efficient Synthesis of Conjugated 1,3,4-Thiadiazole Hybrids through Palladium-Catalyzed Cross Coupling of 2,5-Bis(4-bromophenyl)-1,3,4-thiadiazole with Boronic Acids, Synlett, vol. 26, pp. 2127-2130, 2015.

Official paper