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芳香醛与氯硅烷之间的电还原交叉偶联反应用于合成α-硅基醇

Electroreductive Cross-Coupling between Aromatic Aldehydes and Chlorosilanes Enabling the Synthesis of α-Silyl Alcohols.

作者信息

Han Fen, Su Qian, Li Yu, Hao Jianjun, Peng Yulin, Zhang Zhengbing, Jing Linhai, Han Pan

机构信息

Chemical Synthesis and Pollution Control Key Laboratory of Sichuan Province, College of Chemistry and Chemical Engineering, China West Normal University, Nanchong 637002, China.

出版信息

Org Lett. 2024 Aug 23;26(33):7037-7042. doi: 10.1021/acs.orglett.4c02607. Epub 2024 Aug 14.

Abstract

α-Silyl alcohols are powerful structural motifs for pharmaceutical chemistry, materials chemistry, and organic synthesis. The limitations of current synthetic techniques encompass a requirement for difficult-to-obtain silyl precursors, noble-metal catalysts, and narrow substrate scopes. Here, we developed a general synthetic method for α-silyl alcohols through electroreductive cross-coupling of aldehydes and chlorosilane. This method features easily available reagents, mild conditions, and a wide substrate scope. The establishment of this protocol will provide an alternative for access to α-silyl alcohols.

摘要

α-硅烷基醇是药物化学、材料化学和有机合成中强大的结构基序。当前合成技术的局限性包括需要难以获得的硅烷基前体、贵金属催化剂以及狭窄的底物范围。在此,我们通过醛与氯硅烷的电还原交叉偶联开发了一种通用的α-硅烷基醇合成方法。该方法具有试剂易得、条件温和且底物范围广泛的特点。该方案的建立将为获取α-硅烷基醇提供一种替代方法。

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