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-(4-羟基苯基)-磺酰胺与2-萘酚之间的电化学交叉偶联反应:2,2'-双(芳烃醇)的合成

Electrochemical Cross-Coupling between -(4-Hydroxyphenyl)-sulfonamides and 2-Naphthols: Synthesis of 2,2'-Bis(arenol)s.

作者信息

Zhu Zheng, Li Yanan, Ma Shitang, Zhou Xuan, Huang Yekai, Sun Jianan, Ding Wei-Yi

机构信息

School of Chemical and Blasting Engineering, Anhui University of Science and Technology, Huainan 232001, China.

School of Biomedical Engineering, Anhui Medical University, Hefei 230032, China.

出版信息

J Org Chem. 2024 Nov 15;89(22):16185-16194. doi: 10.1021/acs.joc.4c00021. Epub 2024 Apr 3.

Abstract

We herein present an electrochemical method for the dehydrogenative cross-coupling of -(4-hydroxyphenyl)-sulfonamides and 2-naphthols. This transformation provides a direct and scalable approach to a wide range of -symmetric 2,2'-bis(arenol)s with moderate to high yields under mild conditions. Preliminary attempts with the asymmetric variant of this reaction were also performed with ≤55% ee for the synthesis of 2,2'-bis(arenol)s. Control experiments were conducted to propose a plausible mechanism for the reaction.

摘要

我们在此展示了一种用于 -(4-羟基苯基)-磺酰胺与 2-萘酚脱氢交叉偶联的电化学方法。这种转化提供了一种直接且可扩展的方法,能在温和条件下以中等到高产率制备多种 -对称的 2,2'-双(芳醇)。还对该反应的不对称变体进行了初步尝试,用于合成 2,2'-双(芳醇)时对映体过量率(ee)≤55%。进行了对照实验以提出该反应合理的机理。

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