Xu Weiping, Liu Yan, Kato Terumasa, Maruoka Keiji
School of Chemical Engineering and Light Industry, Guangdong University of Technology, Guangzhou 510006, China.
Graduate School of Pharmaceutical Sciences, Kyoto University, Sakyo, Kyoto 606-8501, Japan.
Org Lett. 2021 Mar 5;23(5):1809-1813. doi: 10.1021/acs.orglett.1c00215. Epub 2021 Feb 24.
The copper-catalyzed selective cleavage of alkylsilyl peroxides and the subsequent formation of carbon-carbon or carbon-nitrogen bonds with organosilicon compounds are described. The reaction proceeds under mild conditions and exhibits a broad substrate scope with respect to both cyclic and acyclic alkylsilyl peroxides in combination with carbon and nitrogen sources. In particular, this approach enables the facile radical perfluoroalkylation using commercially available perfluoroalkyltrimethylsilanes. Our mechanistic studies suggest that the reaction should proceed via a free-radical process.
描述了铜催化的烷基硅基过氧化物的选择性裂解以及随后与有机硅化合物形成碳-碳或碳-氮键的过程。该反应在温和条件下进行，对于环状和非环状烷基硅基过氧化物与碳源和氮源的组合而言，底物范围广泛。特别地，这种方法能够使用市售的全氟烷基三甲基硅烷实现简便的自由基全氟烷基化。我们的机理研究表明，该反应应通过自由基过程进行。
