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

[Image: see text] 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 poss...

Descripción completa

Detalles Bibliográficos
Autores principales: Stroganova, Tatyana A., Vasilin, Vladimir K., Dotsenko, Victor V., Aksenov, Nicolai A., Morozov, Pavel G., Vassiliev, Pavel M., Volynkin, Vitaly A., Krapivin, Gennady D.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8190813/
https://www.ncbi.nlm.nih.gov/pubmed/34124427
http://dx.doi.org/10.1021/acsomega.1c00341
_version_ 1783705760856801280
author Stroganova, Tatyana A.
Vasilin, Vladimir K.
Dotsenko, Victor V.
Aksenov, Nicolai A.
Morozov, Pavel G.
Vassiliev, Pavel M.
Volynkin, Vitaly A.
Krapivin, Gennady D.
author_facet Stroganova, Tatyana A.
Vasilin, Vladimir K.
Dotsenko, Victor V.
Aksenov, Nicolai A.
Morozov, Pavel G.
Vassiliev, Pavel M.
Volynkin, Vitaly A.
Krapivin, Gennady D.
author_sort Stroganova, Tatyana A.
collection PubMed
description [Image: see text] 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.
format Online
Article
Text
id pubmed-8190813
institution National Center for Biotechnology Information
language English
publishDate 2021
publisher American Chemical Society
record_format MEDLINE/PubMed
spelling pubmed-81908132021-06-11 Unusual Oxidative Dimerization in the 3-Aminothieno[2,3-b]pyridine-2-carboxamide Series Stroganova, Tatyana A. Vasilin, Vladimir K. Dotsenko, Victor V. Aksenov, Nicolai A. Morozov, Pavel G. Vassiliev, Pavel M. Volynkin, Vitaly A. Krapivin, Gennady D. ACS Omega [Image: see text] 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. American Chemical Society 2021-05-28 /pmc/articles/PMC8190813/ /pubmed/34124427 http://dx.doi.org/10.1021/acsomega.1c00341 Text en © 2021 The Authors. Published by American Chemical Society Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Stroganova, Tatyana A.
Vasilin, Vladimir K.
Dotsenko, Victor V.
Aksenov, Nicolai A.
Morozov, Pavel G.
Vassiliev, Pavel M.
Volynkin, Vitaly A.
Krapivin, Gennady D.
Unusual Oxidative Dimerization in the 3-Aminothieno[2,3-b]pyridine-2-carboxamide Series
title Unusual Oxidative Dimerization in the 3-Aminothieno[2,3-b]pyridine-2-carboxamide Series
title_full Unusual Oxidative Dimerization in the 3-Aminothieno[2,3-b]pyridine-2-carboxamide Series
title_fullStr Unusual Oxidative Dimerization in the 3-Aminothieno[2,3-b]pyridine-2-carboxamide Series
title_full_unstemmed Unusual Oxidative Dimerization in the 3-Aminothieno[2,3-b]pyridine-2-carboxamide Series
title_short Unusual Oxidative Dimerization in the 3-Aminothieno[2,3-b]pyridine-2-carboxamide Series
title_sort unusual oxidative dimerization in the 3-aminothieno[2,3-b]pyridine-2-carboxamide series
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8190813/
https://www.ncbi.nlm.nih.gov/pubmed/34124427
http://dx.doi.org/10.1021/acsomega.1c00341
work_keys_str_mv AT stroganovatatyanaa unusualoxidativedimerizationinthe3aminothieno23bpyridine2carboxamideseries
AT vasilinvladimirk unusualoxidativedimerizationinthe3aminothieno23bpyridine2carboxamideseries
AT dotsenkovictorv unusualoxidativedimerizationinthe3aminothieno23bpyridine2carboxamideseries
AT aksenovnicolaia unusualoxidativedimerizationinthe3aminothieno23bpyridine2carboxamideseries
AT morozovpavelg unusualoxidativedimerizationinthe3aminothieno23bpyridine2carboxamideseries
AT vassilievpavelm unusualoxidativedimerizationinthe3aminothieno23bpyridine2carboxamideseries
AT volynkinvitalya unusualoxidativedimerizationinthe3aminothieno23bpyridine2carboxamideseries
AT krapivingennadyd unusualoxidativedimerizationinthe3aminothieno23bpyridine2carboxamideseries

Ejemplares similares