Copper Catalyzed Regioselective and Stereospecific Aziridine Opening with Pyridyl Grignard Nucleophiles

Copper catalyzed regioselective and stereospecific coupling between aziridines andin situgenerated pyridineGrignard reagents is reported. This method provides beta-pyridylethylamines with diverse structures and functionalities from aziridinesand iodopyridines.beta-Pyridylethylamines are potential scaffolds for the synthesis of biologically active compounds often found inpharmaceuticals. The synthesis of challenging chiral dihydroazaindoles was also achieved through mild one-pot reaction conditionsvia aziridine opening followed by nucleophilic cyclization.

Automated summary

The copper-catalyzed regioselective and stereospecific coupling between aziridines and in situ generated pyridine Grignard reagents is reported in this study. This method enables the synthesis of beta-pyridylethylamines with diverse structures and functionalities, which are potential scaffolds for the synthesis of biologically active compounds commonly found in pharmaceuticals. Additionally, the synthesis of challenging chiral dihydroazaindoles was achieved through mild one-pot reaction conditions involving aziridine opening and nucleophilic cyclization.