Copper Catalyzed Regioselective and Stereospecific Aziridine Opening with Pyridyl Grignard Nucleophiles.
Jaehee LeeXuan JuMiseon LeeQi JiangHwanjong JangWan Shin KimLinglin WuSuja WilliamsXiao-Jun WangXingzhong ZengJenna PayneZhengxu Steve HanPublished in: Organic letters (2022)
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.