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Open AccessFeature PaperArticle

One-Pot Metal-Free Synthesis of 3-CF3-1,3-Oxazinopyridines by Reaction of Pyridines with CF3CO-Acetylenes

M. V. Lomonosov Moscow State University, Department of Chemistry, Leninskie Gory 1, 119991 Moscow, Russia
A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, 1 Favorsky Str., 664033 Irkutsk, Russia
Authors to whom correspondence should be addressed.
Molecules 2019, 24(19), 3594;
Received: 18 September 2019 / Revised: 4 October 2019 / Accepted: 4 October 2019 / Published: 6 October 2019
(This article belongs to the Special Issue Modern Strategies for Heterocycle Synthesis)
The reaction of pyridines with trifluoroacetylated acetylenes was investigated. It was found that the reaction of various pyridines with two molecules of CF3CO-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. View Full-Text
Keywords: pyridine; CF3CO-acetylenes; 1,3-oxazines; fluorinated heterocycles pyridine; CF3CO-acetylenes; 1,3-oxazines; fluorinated heterocycles
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Muzalevskiy, V.M.; Sizova, Z.A.; Belyaeva, K.V.; Trofimov, B.A.; Nenajdenko, V.G. One-Pot Metal-Free Synthesis of 3-CF3-1,3-Oxazinopyridines by Reaction of Pyridines with CF3CO-Acetylenes. Molecules 2019, 24, 3594.

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