Wei Feng, Zhang Yanghui
School of Chemical Science and Engineering, Shanghai Key Laboratory of Chemical Assessment and Sustainability, Tongji University, Shanghai 200092, China.
Org Lett. 2024 Jul 26;26(29):6209-6213. doi: 10.1021/acs.orglett.4c02138. Epub 2024 Jul 12.
Palladium-catalyzed intermolecular [3 + 2] annulation reactions via C-H activation represent a powerful and charming tool for assembling cyclopentanes. Herein, we have developed a strategy for the palladium-catalyzed intermolecular alkene-relayed annulation reaction of aryl iodides and maleimides via C(sp)-H activation for the construction of polycyclic structures. In contrast to directed-group-enabled intermolecular maleimide-relayed [3 + 2] annulation reactions, this protocol stands out for its utilization of aryl iodides as substrates. Notably, monoprotected amino acids played a crucial role as ligands in this reaction, which is rarely observed in C-H activation reactions initiated with organohalides.
钯催化的通过C-H活化的分子间[3+2]环化反应是构建环戊烷的一种强大且有吸引力的工具。在此，我们开发了一种策略，用于钯催化的芳基碘化物与马来酰亚胺通过C(sp)-H活化的分子间烯烃中继环化反应，以构建多环结构。与有导向基团的分子间马来酰亚胺中继[3+2]环化反应不同，该方法以使用芳基碘化物作为底物而脱颖而出。值得注意的是，单保护氨基酸在该反应中作为配体发挥了关键作用，这在由有机卤化物引发的C-H活化反应中很少见。
