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Title: | Synthesis and Cyclizations of N-(Thieno[2,3-b]pyridin-3-yl)cyanoacetamides |
Authors: | Dotsenko, V. V. Доценко, В. В. |
Keywords: | Cyanoacetylation;Cyanoacetylpyrazole;Dieckmann cyclization;Thieno[2,3-b : 4,5-b′]dipyridines;Thieno[2,3-b]pyridines |
Issue Date: | 2019 |
Publisher: | Pleiades Publishing |
Citation: | Chigorina, E.A., Bespalov, A.V., Dotsenko, V.V. Synthesis and Cyclizations of N-(Thieno[2,3-b]pyridin-3-yl)cyanoacetamides // Russian Journal of General Chemistry. - 2019. - Volume 89. - Issue 10. - Pages 2018-2026 |
Series/Report no.: | Russian Journal of General Chemistry |
Abstract: | 3-Aminothieno[2,3-b]pyridine-2-carboxylic acid esters readily reacted with 3,5-dimethyl-1-(cyanoacetyl)-1H-pyrazole to give previously unknown N-(thieno[2,3-b]pyridin-3-yl)cyanoacetamides. Reactions of the latter with 2-(arylmethylidene)malononitriles were nonselective, and mixtures of different heterocyclization products were generally formed. The cyclization of ethyl 4,6-dimethyl-3-[(cyanoacetyl)amino]thieno[2,3-b]-pyridine-2-carboxylate afforded 2,4-dihydroxy-7,9-dimethylthieno[2,3-b : 4,5-b′]dipyridine-3-carbonitrile whose tautomeric equilibrium was studied by DFT quantum chemical calculations. In silico analysis of biological activity of the synthesized compounds was performed |
URI: | https://www.scopus.com/record/display.uri?eid=2-s2.0-85075547205&origin=resultslist&sort=plf-f&src=s&st1=Synthesis+and+Cyclizations+of+N-Thieno%5b2%2c3-b%5dpyridin-3-yl+cyanoacetamides&st2=&sid=9450417f9e28f0311491e020d2ee8549&sot=b&sdt=b&sl=88&s=TITLE-ABS-KEY%28Synthesis+and+Cyclizations+of+N-Thieno%5b2%2c3-b%5dpyridin-3-yl+cyanoacetamides%29&relpos=0&citeCnt=0&searchTerm= http://hdl.handle.net/20.500.12258/9051 |
Appears in Collections: | Статьи, проиндексированные в SCOPUS, WOS |
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scopusresults 1111 .pdf Restricted Access | 728.55 kB | Adobe PDF | View/Open | |
WoS 775 .pdf Restricted Access | 76.08 kB | Adobe PDF | View/Open |
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