Cui Jing, Wang Xiaoya, Zeng Runsheng
Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University Suzhou 215123 P. R. China
RSC Adv. 2024 Aug 29;14(38):27475-27480. doi: 10.1039/d4ra04113e.
The copper-catalyzed strategy employing the 8-aminoquinoline directing group has proven to be a highly advantageous approach for functionalizing C-H bonds. In this study, we present the successful application of this strategy to accomplish Heck-type coupling reactions and construct β-lactam skeletons, simultaneously introducing a unique cyano functional group. The resulting Heck-type coupling products demonstrate good stereo- and region-selectivity. Initial mechanistic investigations indicate that the reaction proceeds a radical coupling mechanism, exhibiting a wide substrate scope and delivering good yields.
采用8-氨基喹啉导向基团的铜催化策略已被证明是一种用于C-H键官能化的极具优势的方法。在本研究中,我们展示了该策略在实现Heck型偶联反应和构建β-内酰胺骨架方面的成功应用,同时引入了一个独特的氰基官能团。所得的Heck型偶联产物表现出良好的立体和区域选择性。初步的机理研究表明,该反应通过自由基偶联机制进行,具有广泛的底物范围并能提供良好的产率。