Zhang Zhen, Lu Lichao, Li Guiling, Sheng Xiaoyu, Zhang Yijia, Yang Lin, Zhao Jiaqi, Xie Lei, Li Jiazhu, Sun Kai
School of Chemistry and Chemical Engineering, Yantai University, Yantai, 264005, P. R. China.
School of Pharmaceutical Sciences, Liaocheng University, Liaocheng, 252000, P. R. China.
Chem Commun (Camb). 2024 Apr 11;60(31):4206-4209. doi: 10.1039/d4cc00499j.
A novel silyl radical-induced cascade silylation/cyclization of 1,7-dienes has been realized employing readily available hydrosilanes as a silicon source and Cu(I) salt as a catalyst. This protocol introduces diverse silicon fragments into a challenging 7-membered ring structure and provides an efficient approach to a wide array of biologically important silyl-substituted benzo[]azepin-2-ones. Several control experiments suggest that the reaction undergoes a free radical process. The gram-scale synthesis and late-stage transformations further demonstrate the scalability and applicability of the reaction in organic synthesis.
利用 readily available 的硅烷作为硅源，以 Cu(I) 盐为催化剂，实现了一种新型的硅基自由基诱导的 1,7-二烯的级联硅氢化/环化反应。该方法将多种硅片段引入具有挑战性的七元环结构中，并为一系列具有重要生物学意义的硅取代苯并[]氮杂卓-2-酮提供了一种有效的合成方法。多项对照实验表明该反应经历自由基过程。克级规模的合成和后期转化进一步证明了该反应在有机合成中的可扩展性和适用性。
