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光诱导钯催化烯烃与氯锗烷的自由基锗基芳基化反应

Photoinduced Palladium-Catalyzed Radical Germylative Arylation of Alkenes with Chlorogermanes.

作者信息

Wang Xue-Song, Zhang Yu-Jie, Cao Jian, Xu Li-Wen

机构信息

College of Material, Chemistry and Chemical Engineering, Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Key Laboratory of Organosilicon Material Technology of Zhejiang Province, Hangzhou Normal University, Hangzhou, 311121, Zhejiang, P. R. China.

Key Laboratory of Precise Synthesis of Functional Molecules of Zhejiang Province, School of Science, Westlake University, Hangzhou 310024, P. R. China.

出版信息

J Org Chem. 2024 Sep 6;89(17):12848-12852. doi: 10.1021/acs.joc.4c01456. Epub 2024 Aug 15.

DOI:10.1021/acs.joc.4c01456
PMID:39145490
Abstract

We describe a visible light-induced palladium-catalyzed radical germylative arylation of alkenes with easily accessible chlorogermanes. This protocol provides expedient access to germanium-substituted indolin-2-ones in good to excellent yields under mild reaction conditions. The key step for this strategy lies in the reductive activation of germanium-chloride bonds with an excited palladium complex under visible light irradiation. The involvement of germanium radicals was evidenced by electron paramagnetic resonance spectroscopy experiments.

摘要

我们描述了一种可见光诱导的钯催化烯烃与易于获得的氯锗烷的自由基锗基芳基化反应。该方法在温和的反应条件下,能以良好到优异的产率方便地合成锗取代的吲哚啉-2-酮。该策略的关键步骤在于在可见光照射下,用激发态的钯配合物对锗-氯键进行还原活化。电子顺磁共振光谱实验证明了锗自由基的参与。

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