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Title: Investigation of cationic transformations involving 5-ethynyl-4-arylpyrimidines
Authors: Shcherbakov, S. V.
Щербаков, С. В.
Magometov, A. Y.
Магометов, А. Ю.
Vendin, M. V.
Вендин, М. В.
Shcherbakova, V. Y.
Щербакова, В. Ю.
Aksenov, N. A.
Аксенов, Н. А.
Aksenov, A. V.
Аксенов, А. В.
Rubin, M. A.
Рубин, М. А.
Keywords: Acetylenes;Cationic rearrangements;Heterocyclic chemistry;Reaction mechanisms;Synthetic methodology
Issue Date: 2022
Publisher: Elsevier Ltd
Citation: Shcherbakov, S. V., Magometov, A. Y., Vendin, M. V., Shcherbakova, V. Y., Aksenov, N. A., Aksenov, A. V., Naji, O., Rubin, M. Investigation of cationic transformations involving 5-ethynyl-4-arylpyrimidines // Tetrahedron. - 2022. - Номер статьи 132796. - DOI10.1016/j.tet.2022.132796
Series/Report no.: Tetrahedron
Abstract: An innovative synthetic approach towards 5-ethynyl-4-arylpyrimidines was developed involving acid-catalyzed electrophilic alkylation of phenols with 5-bromopyrimidine, followed by oxidation and palladium-catalyzed Sonogashira cross-coupling reaction. Reactions of these compounds in the presence of trifluoromethanesulfonic acid were investigated. It was discovered these reactions take a different route for precursors with a different position of phenol group in an arene substituent.
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