Copper Catalyzed Regioselective and Stereospecific Aziridine Opening with Pyridyl Grignard Nucleophiles
2022
Lee, Jaehee | Ju, Xuan | Lee, Miseon | Jiang, Qi | Jang, Hwanjong | Kim, Wan Shin | Wu, Linglin | Williams, Suja | Wang, Xiao-Jun | Zeng, Xingzhong | Payne, Jenna | Han, Zhengxu S.
Copper catalyzed regioselective and stereospecific coupling between aziridines and in situ generated pyridine Grignard reagents is reported. This method provides β-pyridylethylamines with diverse structures and functionalities from aziridines and iodopyridines. β-Pyridylethylamines are potential scaffolds for the synthesis of biologically active compounds often found in pharmaceuticals. The synthesis of challenging chiral dihydroazaindoles was also achieved through mild one-pot reaction conditions via aziridine opening followed by nucleophilic cyclization.
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