配体促进的钯催化芳基碘化物与马来酰亚胺通过C(sp)-H活化的[3 + 2]环化反应
Ligand-Enabled Palladium-Catalyzed [3 + 2] Annulation of Aryl Iodides with Maleimides via C(sp)-H Activation.
作者信息
Wei Feng, Zhang Yanghui
机构信息
School of Chemical Science and Engineering, Shanghai Key Laboratory of Chemical Assessment and Sustainability, Tongji University, Shanghai 200092, China.
出版信息
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。
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