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镍(I)催化下芳基卤化物在热催化条件下与水的羟基化反应。

Ni(I)-Catalyzed Hydroxylation of Aryl Halides with Water under Thermal Catalysis.

作者信息

Yang Liu, Yan Yonggang, Cao Ni, Hao Jing, Li Gang, Zhang Wei, Cao Rui, Wang Chao, Xiao Jianliang, Xue Dong

机构信息

Key Laboratory of Applied Surface and Colloid Chemistry, Ministry of Education and School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi'an, 710119, China.

Department of Chemistry, University of Liverpool, Liverpool, L69 7ZD, United Kingdom.

出版信息

Org Lett. 2022 Dec 30;24(51):9431-9435. doi: 10.1021/acs.orglett.2c03840. Epub 2022 Dec 19.

Abstract

A highly efficient hydroxylation of (hetero)aryl halides using water as a hydroxyl source via Ni catalysis promoted by PhSiH under thermal catalysis is reported. This methodology provides a general procedure to obtain diverse multifunctional pharmaceutically phenols and polyphenols, some of which are proven challenging to be synthesized using literature methods. Mechanism studies demonstrated that the addition of PhSiH led to the generation of active Ni(I) species, which catalyze the hydroxylation via a Ni(I)-Ni(III) pathway.

摘要

报道了一种在热催化下通过PhSiH促进的镍催化,以水作为羟基源对(杂)芳基卤化物进行高效羟基化反应。该方法提供了一种通用的程序来获得各种多功能药用酚类和多酚类化合物,其中一些化合物已证明使用文献方法合成具有挑战性。机理研究表明,PhSiH的加入导致活性Ni(I)物种的生成,其通过Ni(I)-Ni(III)途径催化羟基化反应。

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