非膦配体β-胺基亚胺促进的温和条件下的Suzuki-Miyaura偶联反应研究

β-Imino-amidos Ligands Catalyzed the Suzuki-Miyaura Cross-coupling Reaction under Mild Conditions

目的发展一类含氮非膦配体,实现在温和反应条件下的溴代芳烃的Suzuki-Miyaura交叉偶联反应。方法筛选一系列不同位阻的β-胺基亚胺配体对偶联反应的影响,并确定最佳反应条件。在此优化条件下,考察非膦钯催化体系对底物的适用范围。结果大位阻和具有给电子能力的非膦配体能够在催化剂用量低到0.5 mol%时,室温条件下高效催化一系列溴代芳烃与芳硼酸的偶联,并具有良好的官能团耐受性。结论β-胺基亚胺类非膦配体在室温下对Suzuki-Miyaura偶联反应具有较高的反应活性,具有良好的应用前景和研究意义。

Objective To develop a kind of nitrogen-based phosphine-free ligands that can promote the aryl bromides in Suzuki-Miyaura cross-coupling under mild conditions. Protocal A series of β-imino-amidos ligands as well as the reaction conditions were screened. Under the optimized conditions, the scope of the substrates was evaluated. Results The bulky and electron-rich substituents on ligands were turned out to be very efficient for the cross-coupling reaction. It was found that at a low palladium of 0.5 mol%, a series of aryl bromides can coupled with arylboronic acids in high yields at room temperature. Conclusion β-imino-amidos ligands have been proved to be efficient candidate phosphine-free ligands for Suzuki-Miyaura cross-coupling reaction at room temperature, which are of great significance for applicaton and research.