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

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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Veröffentlicht in:ACS omega 2021-06, Vol.6 (22), p.14030-14048
Hauptverfasser: Stroganova, Tatyana A, Vasilin, Vladimir K, Dotsenko, Victor V, Aksenov, Nicolai A, Morozov, Pavel G, Vassiliev, Pavel M, Volynkin, Vitaly A, Krapivin, Gennady D
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Sprache:eng
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Zusammenfassung: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.
ISSN:2470-1343
2470-1343
DOI:10.1021/acsomega.1c00341