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钯催化的羰基四组分合成β-全氟烷基酰胺。

Palladium-Catalyzed Carbonylative Four-Component Synthesis of β-Perfluoroalkyl Amides.

机构信息

Dalian National Laboratory for Clean Energy, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 116023, Dalian, Liaoning, P. R. China.

Leibniz-Institut für Katalyse e.V., Albert-Einstein-Strasse 29a, 18059, Rostock, Germany.

出版信息

Chemistry. 2021 Dec 15;27(70):17682-17687. doi: 10.1002/chem.202103391. Epub 2021 Oct 22.

Abstract

Transition-metal-catalyzed multicomponent carbonylation is one of the most efficient strategies to construct carbonyl-containing compounds. Herein, a palladium-catalyzed four-component perfluoroalkylation/aminocarbonylation of unactivated alkenes with perfluoroalkyl halides, and amines was developed. A wide range of substrates, including anilines, alkylamines, sulfonamides, and hydrazines are all suitable reaction partners for this catalyst system, resulting in various β-perfluoroalkyl amides with good functional-group tolerance and excellent chemoselectivity. Furthermore, not only alkyl olefins, but also aliphatic alkynes, and even alkyl allenes can all be employed. Notably, several medical and bioactive related molecules are compatible here as well.

摘要

过渡金属催化的多组分羰基化反应是构建含羰基化合物最有效的方法之一。在此,开发了一种钯催化的未活化烯烃与全氟卤代烷和胺的四组分全氟烷基化/氨基羰基化反应。该催化剂体系适用于多种底物,包括苯胺、烷基胺、磺酰胺和肼,得到了具有良好官能团耐受性和优异化学选择性的各种β-全氟烷基酰胺。此外,不仅可以使用烷基烯烃,还可以使用脂肪族炔烃,甚至烷基丙二烯。值得注意的是,一些医学和生物活性相关的分子也能在此兼容。

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