EventsThe 25th International Electronic Conference on Synthetic Organic Chemistry
Published
with-doi10.3390/ecsoc-25-11734 (registering DOI)
This submission belongs to the session S2. Bioorganic, Medicinal and Natural Products Chemistry of the event The 25th International Electronic Conference on Synthetic Organic Chemistry
Published date
14 Nov, 2021
Academic Editor
author-avatarJulio A. Seijas
Citation
Viacheslav Kindop, Alexander Bespalov, Victor Dotsenko, 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, in Proceedings of The 25th International Electronic Conference on Synthetic Organic Chemistry, 15 November–30 November 2021, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-25-11734
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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. 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
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
Manuscript
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