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On synthesis and determination in silico of the biological activity of new hybrid molecules with fragments of thieno[2,3-b]pyridine and 2- iminothiazoline
1 , 2 , * 3
1  Department of organic chemistry and technologies, Kuban State University, Krasnodar, Russia
2  Department of organic chemistry and technologies, Kuban State University, 149 Stavropolskaya Str, 350040 Krasnodar, Russia
3  Kuban State University, Krasnodar, Russia
Academic Editor: Julio A. Seijas

https://doi.org/10.3390/ecsoc-25-11734 (registering DOI)
Abstract:

α-Thiocyanatocarbonyl compounds are the reagents with both electrophilic and nucleophilic reactivity useful as building blocks for many important
chemicals and bioactive molecules. These compounds are useful intermediates in the synthesis of sulfur-containing heterocycles such as thiazoles. Starting from alpha-thiocyanatocarbonyl compounds , we succeded to prepare 2-iminothiazolines and chloroacetamides . Chloroacetamides are of interest as reagents for fine organic synthesis, as well as promising agrochemicals or their precursors. Further, compounds were reacted in the presence of bases with a couple of 3-cyanopyridine-2(1H)-thionts. As a result, the new products of direct S-alkylation were synthesized in high yields (85-96%). When the reaction mixtures were treated with a second equivalent of base followed by warming, the Thorpe-Ziegler isomerization occurs to afford previously undescribed polyheterocyclic ensembles bearing both thieno[2,3-b]pyridine and thiazoline core units.

Keywords: 2-iminothiazoline, N-(chloroacetyl)aminothiazoline, thieno[2,3-b]pyridine, molecular docking
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