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Efficient Synthesis of Conjugated 1,3,4-Thiadiazole Derivatives under Suzuki Cross-Coupling Reactions

Green chemistry
4th International Scientific Conference «Chemical Technology and Engineering»: Proceedings – June 26–29th, 2023, Lviv, Ukraine – Lviv: Lviv Polytechnic National University, 2023, pp. 182–184

DOI: https://doi.org/10.23939/cte2023.182

Authors

First and Last Name Academic degree E-mail Affiliation
Barbara Wołek No barbara.wolek [at] selvita.com Selvita Services Sp. z o.o.
Cracow, Poland
Agnieszka Kudelko Ph.D. agnieszka.kudelko [at] polsl.pl Department of Chemical Organic Technology and Petrochemistry, 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: 31.03.2023 - 14:25
Abstract

The new conjugates of 1,3,4-thiadiazole and 4-N,N-dimethylaminoquinazoline scaffolds were synthetized in high yields by Suzuki cross-coupling reactions. It was found, that lot of tested conditions could be utilized for compounds preparation, like green solvent - isopropanol,  phase transfer catalyst or Pd(OAc)2 as a cost effective catalyst.

Keywords
Suzuki cross-couplingphase-transfer catalysispalladiumcatalysis1, 3, 4-quinazoline
References

[1] Hu, Y., Li, C.-Y., Wang, X.-M., Yang, Y.-H., & Zhu, H.-L. (2014). 1,3,4-thiadiazole: Synthesis, reactions, and applications in medicinal, agricultural, and Materials Chemistry. Chemical Reviews, 114(10), 5572–5610. https://doi.org/10.1021/cr400131u

[2] Gatadi, S., Lakshmi, T. V., & Nanduri, S. (2019). 4(3h)-quinazolinone derivatives: Promising antibacterial drug leads. European Journal of Medicinal Chemistry, 170, 157– 172. https://doi.org/10.1016/j.ejmech.2019.03.018

[3] Keruckiene, R., Vekteryte, S., Urbonas, E., Guzauskas, M., Skuodis, E., Volyniuk, D., & Grazulevicius, J. V. (2020). Synthesis and properties of quinazoline-based versatile exciplex-forming compounds. Beilstein Journal of Organic Chemistry, 16, 1142–1153. https://doi.org/10.3762/bjoc.16.101

[4] Olesiejuk, M., Kudelko, A., Swiatkowski, M., & Kruszynski, R. (2019). Synthesis of 4- alkyl-4H-1,2,4-triazole derivatives by Suzuki cross-coupling reactions and their luminescence properties. Molecules, 24(3), 652. https://doi.org/10.3390/molecules24030652

[5] Wołek, B., Werłos, M., Komander, M., & Kudelko, A. (2020). Efficient synthesis of novel 1,3,4-oxadiazoles bearing a 4-N,N-dimethylaminoquinazoline scaffold via palladiumcatalyzed Suzuki cross-coupling reactions. Molecules, 25(21), 5150. https://doi.org/10.3390/molecules25215150

[6] Wołek, B., Świątkowski, M., & Kudelko, A. (2022). Palladium-catalyzed synthesis of novel quinazolinylphenyl-1,3,4-thiadiazole conjugates. Catalysts, 12(12), 1586. https://doi.org/10.3390/catal12121586

First published Full Text (31.03.2023 - 14:25)
Official paper

Comments

oleksandr.ivashchuk
oleksandr.ivashchuk's picture
administrator, reviewer, secretary

Dear authors, please edit your submission - format all the literature on the references list according to APA style: https://www.mtroyal.ca/library/files/citation/apa.pdf

Please add a new version after edition in the comments.

Fri, 03/31/2023 - 15:03
Wolek_barbara
researcher

I've uploaded updated version of abstract. 

Mon, 05/22/2023 - 22:14