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Arylsilylation of Electron-Deficient Alkenes via Cooperative Photoredox and Nickel Catalysis
ACS Catalysis ( IF 11.3 ) Pub Date : 2019-12-19 , DOI: 10.1021/acscatal.9b04916
Zhikun Zhang 1 , Xile Hu 1
Affiliation  

Carbosilylation of alkenes can be an efficient approach to the synthesis of organosilicon compounds. However, few general methods of carbosilylation are known. Here, we introduce a strategy for arylsilylation of electron-deficient terminal alkenes by combining photoredox-catalyzed silyl radical generation, innate reactivity of silyl radical with alkene, and Ni-catalyzed aryl-alkyl cross-coupling. This cooperative photoredox and nickel catalysis operates under mild conditions. It employs readily available alkenes, aryl bromides, and silane as reagents, and it produces useful synthetic building blocks in a modular manner.

中文翻译:

通过协同光氧化还原和镍催化对电子不足的烯烃进行芳基甲硅烷基化

烯烃的碳硅烷化可以是合成有机硅化合物的有效方法。但是,很少有一般的碳硅烷化方法。在这里,我们通过结合光氧化还原催化的甲硅烷基自由基的产生,甲硅烷基与烯烃的先天反应性以及镍催化的芳基-烷基交叉偶联,介绍了一种电子不足的末端烯烃的芳基甲硅烷基化的策略。这种协同的光氧化还原和镍催化在温和的条件下进行。它使用容易获得的烯烃,芳基溴​​化物和硅烷作为试剂,并且以模块化的方式生产有用的合成构件。
更新日期:2019-12-20
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