Unusual Oxidative Dimerization in the 3‑Aminothieno[2,3‑b]pyridine-2-carboxamide Series

Noncatalyzed, regio- and stereoselective hypochlorite oxidation of 3-aminothieno­[2,3-b]­pyridine-2-carboxamides is presented. Unexpectedly, the oxidation proceeded by different mechanistic pathways, and different products were formed, depending on the nature of solvents used. A possible mechanism,...

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Published inACS omega Vol. 6; no. 22; pp. 14030 - 14048
Main Authors Stroganova, Tatyana A, Vasilin, Vladimir K, Dotsenko, Victor V, Aksenov, Nicolai A, Morozov, Pavel G, Vassiliev, Pavel M, Volynkin, Vitaly A, Krapivin, Gennady D
Format Journal Article
LanguageEnglish
Published American Chemical Society 08.06.2021
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Summary:Noncatalyzed, regio- and stereoselective hypochlorite oxidation of 3-aminothieno­[2,3-b]­pyridine-2-carboxamides is presented. Unexpectedly, the oxidation proceeded by different mechanistic pathways, and different products were formed, depending on the nature of solvents used. A possible mechanism, the structure of products, kinetics and dynamics of intramolecular processes, and biological activity of products are discussed.
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ISSN:2470-1343
2470-1343
DOI:10.1021/acsomega.1c00341