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钯催化的α-炔基芳基酮与α-羟基酰胺的级联脱羧胺化/6-苯并环化反应合成多样的1-萘胺衍生物

Palladium-Catalyzed Cascade Decarboxylative Amination/6- Benzannulation of -Alkynylarylketones with -Hydroxyamides To Access Diverse 1-Naphthylamine Derivatives.

作者信息

Zuo Youpeng, He Xinwei, Tang Qiang, Hu Wangcheng, Zhou Tongtong, Shang Yongjia

机构信息

Key Laboratory of Functional Molecular Solids, Ministry of Education, Anhui Laboratory of Molecule-Based Materials (State Key Laboratory Cultivation Base), College of Chemistry and Materials Science, Anhui Normal University, Wuhu 241000, P. R. China.

出版信息

Org Lett. 2020 May 15;22(10):3890-3894. doi: 10.1021/acs.orglett.0c01183. Epub 2020 May 4.

Abstract

An efficient and practical one-pot strategy to produce highly substituted 1-naphthylamines via sequential palladium-catalyzed decarboxylative amination/intramolecular 6- benzannulation reactions has been described. In this reaction, a broad range of electron-rich, electron-neutral, and electron-deficient -alkynylarylketones react well with -hydroxyl aryl/alkylamides to give a diversity of 1-naphthylamines in good to excellent yields under mild reaction conditions. The gram-scale synthesis, with benefits such as undiminished product yield and easy transformation, illustrated the practicality of this method.

摘要

描述了一种高效实用的一锅法策略,通过钯催化的顺序脱羧胺化/分子内6-苯环化反应来制备高度取代的1-萘胺。在该反应中,多种富电子、电子中性和缺电子的炔基芳基酮与羟基芳基/烷基酰胺反应良好,在温和的反应条件下以良好至优异的产率得到多种1-萘胺。克级规模的合成,具有产物收率不减且易于转化等优点,说明了该方法的实用性。

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