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钯催化芳基硼酸与末端炔烃氧化羰基化偶联生成炔酮。

Palladium-catalyzed oxidative carbonylative coupling of arylboronic acids with terminal alkynes to alkynones.

作者信息

Natte Kishore, Chen Jianbin, Neumann Helfried, Beller Matthias, Wu Xiao-Feng

机构信息

Leibniz-Institut für Katalyse an der Universität Rostock, Albert-Einstein-Straße 29a, 18059 Rostock, Germany.

出版信息

Org Biomol Chem. 2014 Aug 14;12(30):5590-3. doi: 10.1039/c4ob01128g. Epub 2014 Jun 26.

Abstract

We describe here an interesting palladium-catalyzed oxidative carbonylation of arylboronic acids with terminal alkynes. By the appropriate combination of a palladium salt, a ligand, and an oxidant, the desired alkynones were isolated in moderate to good yields. Notably, all the reactions were performed at room temperature, and moisture and air can be tolerated by this procedure. More importantly, this is the first example of oxidative carbonylative coupling of arylboronic acids with alkynes which filled the missing link in carbonylative coupling reactions.

摘要

我们在此描述了一种有趣的钯催化芳基硼酸与末端炔烃的氧化羰基化反应。通过钯盐、配体和氧化剂的适当组合,以中等至良好的产率分离得到了所需的炔酮。值得注意的是,所有反应均在室温下进行,该方法可耐受水分和空气。更重要的是,这是芳基硼酸与炔烃氧化羰基偶联的首个实例,填补了羰基偶联反应中的缺失环节。

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