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Trifluoromethoxypyrazines: Preparation and Properties

The incorporation of the trifluoromethoxy group into organic molecules has become very popular due to the unique properties of the named substituent that has a “pseudohalogen” character, while the chemical properties of the synthesized compound, especially heterocycles with such a group, are less st...

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Detalles Bibliográficos
Autores principales: Sokolenko, Taras M., Yagupolskii, Yurii L.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7248996/
https://www.ncbi.nlm.nih.gov/pubmed/32397388
http://dx.doi.org/10.3390/molecules25092226
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author Sokolenko, Taras M.
Yagupolskii, Yurii L.
author_facet Sokolenko, Taras M.
Yagupolskii, Yurii L.
author_sort Sokolenko, Taras M.
collection PubMed
description The incorporation of the trifluoromethoxy group into organic molecules has become very popular due to the unique properties of the named substituent that has a “pseudohalogen” character, while the chemical properties of the synthesized compound, especially heterocycles with such a group, are less studied. As trifluoromethoxy-substituted pyrazines are still unknown, we have developed efficient and scalable methods for 2-chloro-5-trifluoromethoxypyrazine synthesis, showing the synthetic utility of this molecule for Buchwald-Hartwig amination and the Kumada-Corriu and Suzuki and Sonogashira coupling reactions. Some comparisons of chlorine atom and trifluoromethoxy group stability in these transformations have been carried out.
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spelling pubmed-72489962020-06-10 Trifluoromethoxypyrazines: Preparation and Properties Sokolenko, Taras M. Yagupolskii, Yurii L. Molecules Article The incorporation of the trifluoromethoxy group into organic molecules has become very popular due to the unique properties of the named substituent that has a “pseudohalogen” character, while the chemical properties of the synthesized compound, especially heterocycles with such a group, are less studied. As trifluoromethoxy-substituted pyrazines are still unknown, we have developed efficient and scalable methods for 2-chloro-5-trifluoromethoxypyrazine synthesis, showing the synthetic utility of this molecule for Buchwald-Hartwig amination and the Kumada-Corriu and Suzuki and Sonogashira coupling reactions. Some comparisons of chlorine atom and trifluoromethoxy group stability in these transformations have been carried out. MDPI 2020-05-09 /pmc/articles/PMC7248996/ /pubmed/32397388 http://dx.doi.org/10.3390/molecules25092226 Text en © 2020 by the authors. 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 (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Sokolenko, Taras M.
Yagupolskii, Yurii L.
Trifluoromethoxypyrazines: Preparation and Properties
title Trifluoromethoxypyrazines: Preparation and Properties
title_full Trifluoromethoxypyrazines: Preparation and Properties
title_fullStr Trifluoromethoxypyrazines: Preparation and Properties
title_full_unstemmed Trifluoromethoxypyrazines: Preparation and Properties
title_short Trifluoromethoxypyrazines: Preparation and Properties
title_sort trifluoromethoxypyrazines: preparation and properties
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7248996/
https://www.ncbi.nlm.nih.gov/pubmed/32397388
http://dx.doi.org/10.3390/molecules25092226
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