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Selenium Dihalides Click Chemistry: Highly Efficient Stereoselective Addition to Alkynes and Evaluation of Glutathione Peroxidase-Like Activity of Bis(E-2-halovinyl) Selenides

Highly efficient stereoselective syntheses of novel bis(E-2-chlorovinyl) selenides and bis(E-2-bromovinyl) selenides in quantitative yields by reactions of selenium dichloride and dibromide with alkynes were developed. The reactions proceeded at room temperature as anti-addition giving products excl...

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Autores principales: Musalov, Maxim V., Potapov, Vladimir A., Maylyan, Arkady A., Khabibulina, Alfiya G., Zinchenko, Sergey V., Amosova, Svetlana V.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8838769/
https://www.ncbi.nlm.nih.gov/pubmed/35164315
http://dx.doi.org/10.3390/molecules27031050
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author Musalov, Maxim V.
Potapov, Vladimir A.
Maylyan, Arkady A.
Khabibulina, Alfiya G.
Zinchenko, Sergey V.
Amosova, Svetlana V.
author_facet Musalov, Maxim V.
Potapov, Vladimir A.
Maylyan, Arkady A.
Khabibulina, Alfiya G.
Zinchenko, Sergey V.
Amosova, Svetlana V.
author_sort Musalov, Maxim V.
collection PubMed
description Highly efficient stereoselective syntheses of novel bis(E-2-chlorovinyl) selenides and bis(E-2-bromovinyl) selenides in quantitative yields by reactions of selenium dichloride and dibromide with alkynes were developed. The reactions proceeded at room temperature as anti-addition giving products exclusively with (E)-stereochemistry. The glutathione peroxidase-like activity of the obtained products was estimated and compounds with high activity were found. The influence of substituents in the products on their glutathione peroxidase-like activity was discussed.
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spelling pubmed-88387692022-02-13 Selenium Dihalides Click Chemistry: Highly Efficient Stereoselective Addition to Alkynes and Evaluation of Glutathione Peroxidase-Like Activity of Bis(E-2-halovinyl) Selenides Musalov, Maxim V. Potapov, Vladimir A. Maylyan, Arkady A. Khabibulina, Alfiya G. Zinchenko, Sergey V. Amosova, Svetlana V. Molecules Article Highly efficient stereoselective syntheses of novel bis(E-2-chlorovinyl) selenides and bis(E-2-bromovinyl) selenides in quantitative yields by reactions of selenium dichloride and dibromide with alkynes were developed. The reactions proceeded at room temperature as anti-addition giving products exclusively with (E)-stereochemistry. The glutathione peroxidase-like activity of the obtained products was estimated and compounds with high activity were found. The influence of substituents in the products on their glutathione peroxidase-like activity was discussed. MDPI 2022-02-03 /pmc/articles/PMC8838769/ /pubmed/35164315 http://dx.doi.org/10.3390/molecules27031050 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Musalov, Maxim V.
Potapov, Vladimir A.
Maylyan, Arkady A.
Khabibulina, Alfiya G.
Zinchenko, Sergey V.
Amosova, Svetlana V.
Selenium Dihalides Click Chemistry: Highly Efficient Stereoselective Addition to Alkynes and Evaluation of Glutathione Peroxidase-Like Activity of Bis(E-2-halovinyl) Selenides
title Selenium Dihalides Click Chemistry: Highly Efficient Stereoselective Addition to Alkynes and Evaluation of Glutathione Peroxidase-Like Activity of Bis(E-2-halovinyl) Selenides
title_full Selenium Dihalides Click Chemistry: Highly Efficient Stereoselective Addition to Alkynes and Evaluation of Glutathione Peroxidase-Like Activity of Bis(E-2-halovinyl) Selenides
title_fullStr Selenium Dihalides Click Chemistry: Highly Efficient Stereoselective Addition to Alkynes and Evaluation of Glutathione Peroxidase-Like Activity of Bis(E-2-halovinyl) Selenides
title_full_unstemmed Selenium Dihalides Click Chemistry: Highly Efficient Stereoselective Addition to Alkynes and Evaluation of Glutathione Peroxidase-Like Activity of Bis(E-2-halovinyl) Selenides
title_short Selenium Dihalides Click Chemistry: Highly Efficient Stereoselective Addition to Alkynes and Evaluation of Glutathione Peroxidase-Like Activity of Bis(E-2-halovinyl) Selenides
title_sort selenium dihalides click chemistry: highly efficient stereoselective addition to alkynes and evaluation of glutathione peroxidase-like activity of bis(e-2-halovinyl) selenides
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8838769/
https://www.ncbi.nlm.nih.gov/pubmed/35164315
http://dx.doi.org/10.3390/molecules27031050
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