Luo Yani, Xu Boxia, Lv Leiyang, Li Zhiping
Key Laboratory of Advanced Light Conversion Materials and Biophotonics, Department of Chemistry, Renmin University of China, Beijing 100872, China.
Org Lett. 2022 Apr 1;24(12):2425-2430. doi: 10.1021/acs.orglett.2c00698. Epub 2022 Mar 18.
The concurrent incorporation of a germyl fragment and another functional group (beyond the hydrogen atom) across the C═C double bond is a highly appealing yet challenging task. Herein we demonstrate the efficient germyl peroxidation of alkenes with germanium hydrides and -butyl hydroperoxide via a copper-catalyzed three-component radical relay strategy. This protocol exhibits excellent functional group tolerance and exquisite chemo- and regioselectivity under mild conditions and represents a rare example of constructing synthetically challenging metal-embedded organic peroxides.
在碳碳双键上同时引入一个锗基片段和另一个官能团(除氢原子外)是一项极具吸引力但又具有挑战性的任务。在此,我们展示了通过铜催化的三组分自由基接力策略,用氢化锗和叔丁基过氧化氢对烯烃进行高效的锗基过氧化反应。该方案在温和条件下表现出优异的官能团耐受性以及精确的化学和区域选择性,是构建具有合成挑战性的金属嵌入有机过氧化物的罕见例子。