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钯催化芳基烯烃与频哪醇硼烷的区域选择性硼氢化反应

Palladium-catalyzed regioselective hydroboration of aryl alkenes with Bpin.

作者信息

Huang Jiuzhong, Yan Wuxin, Tan Chaowei, Wu Wanqing, Jiang Huanfeng

机构信息

Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, China.

出版信息

Chem Commun (Camb). 2018 Feb 13;54(14):1770-1773. doi: 10.1039/c7cc09432a.

Abstract

A palladium(ii)-catalyzed hydroboration of aryl alkenes with stable and easy-to-handle (pinacolato)diboron (Bpin) under mild conditions has been developed. Acetic acid acted as the solvent and the hydrogen source, which has been identified by deuterium experiments. Notably, isomerization-hydroboration of allyl benzene derivatives was observed. As a result, a series of benzyl boronic esters were obtained in moderate to excellent yields with exclusive regioselectivity.

摘要

已开发出一种在温和条件下钯(II)催化芳基烯烃与稳定且易于处理的(频哪醇)二硼(Bpin)进行硼氢化反应的方法。乙酸作为溶剂和氢源,这已通过氘实验得到证实。值得注意的是,观察到烯丙基苯衍生物的异构化 - 硼氢化反应。结果,以中等至优异的产率和专一的区域选择性得到了一系列苄基硼酸酯。

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