One-Pot Metal-Free Synthesis of 3-CF(3)-1,3-Oxazinopyridines by Reaction of Pyridines with CF(3)CO-Acetylenes

The reaction of pyridines with trifluoroacetylated acetylenes was investigated. It was found that the reaction of various pyridines with two molecules of CF(3)CO-acetylenes proceeds under mild metal-free conditions. As a result, efficient stereoselective synthesis of 3-arylethynyl-3-trifluoromethyl-...

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Autores principales: Muzalevskiy, Vasiliy M., Sizova, Zoia A., Belyaeva, Kseniya V., Trofimov, Boris A., Nenajdenko, Valentine G.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6804262/
https://www.ncbi.nlm.nih.gov/pubmed/31590462
http://dx.doi.org/10.3390/molecules24193594
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author Muzalevskiy, Vasiliy M.
Sizova, Zoia A.
Belyaeva, Kseniya V.
Trofimov, Boris A.
Nenajdenko, Valentine G.
author_facet Muzalevskiy, Vasiliy M.
Sizova, Zoia A.
Belyaeva, Kseniya V.
Trofimov, Boris A.
Nenajdenko, Valentine G.
author_sort Muzalevskiy, Vasiliy M.
collection PubMed
description The reaction of pyridines with trifluoroacetylated acetylenes was investigated. It was found that the reaction of various pyridines with two molecules of CF(3)CO-acetylenes proceeds under mild metal-free conditions. As a result, efficient stereoselective synthesis of 3-arylethynyl-3-trifluoromethyl-1,3-oxazinopyridines was elaborated. Target heterocycles can be prepared in up to quantitative yields.
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spelling pubmed-68042622019-11-18 One-Pot Metal-Free Synthesis of 3-CF(3)-1,3-Oxazinopyridines by Reaction of Pyridines with CF(3)CO-Acetylenes Muzalevskiy, Vasiliy M. Sizova, Zoia A. Belyaeva, Kseniya V. Trofimov, Boris A. Nenajdenko, Valentine G. Molecules Article The reaction of pyridines with trifluoroacetylated acetylenes was investigated. It was found that the reaction of various pyridines with two molecules of CF(3)CO-acetylenes proceeds under mild metal-free conditions. As a result, efficient stereoselective synthesis of 3-arylethynyl-3-trifluoromethyl-1,3-oxazinopyridines was elaborated. Target heterocycles can be prepared in up to quantitative yields. MDPI 2019-10-06 /pmc/articles/PMC6804262/ /pubmed/31590462 http://dx.doi.org/10.3390/molecules24193594 Text en © 2019 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
Muzalevskiy, Vasiliy M.
Sizova, Zoia A.
Belyaeva, Kseniya V.
Trofimov, Boris A.
Nenajdenko, Valentine G.
One-Pot Metal-Free Synthesis of 3-CF(3)-1,3-Oxazinopyridines by Reaction of Pyridines with CF(3)CO-Acetylenes
title One-Pot Metal-Free Synthesis of 3-CF(3)-1,3-Oxazinopyridines by Reaction of Pyridines with CF(3)CO-Acetylenes
title_full One-Pot Metal-Free Synthesis of 3-CF(3)-1,3-Oxazinopyridines by Reaction of Pyridines with CF(3)CO-Acetylenes
title_fullStr One-Pot Metal-Free Synthesis of 3-CF(3)-1,3-Oxazinopyridines by Reaction of Pyridines with CF(3)CO-Acetylenes
title_full_unstemmed One-Pot Metal-Free Synthesis of 3-CF(3)-1,3-Oxazinopyridines by Reaction of Pyridines with CF(3)CO-Acetylenes
title_short One-Pot Metal-Free Synthesis of 3-CF(3)-1,3-Oxazinopyridines by Reaction of Pyridines with CF(3)CO-Acetylenes
title_sort one-pot metal-free synthesis of 3-cf(3)-1,3-oxazinopyridines by reaction of pyridines with cf(3)co-acetylenes
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6804262/
https://www.ncbi.nlm.nih.gov/pubmed/31590462
http://dx.doi.org/10.3390/molecules24193594
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