Copper Catalyzed Regioselective and Stereospecific Aziridine Opening with Pyridyl Grignard Nucleophiles
Jaehee Lee, Xuan Ju, Miseon Lee, Qi Jiang, Hwanjong Jang, Wan Shin Kim, Linglin Wu, Suja Williams, Xiao‐jun Wang, Xingzhong Zeng, Jenna Payne, Zhengxu S. Han
Abstract
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.
Topics & Concepts
AziridineRegioselectivityChemistryStereospecificityNucleophilePyridineCatalysisReagentCombinatorial chemistryGrignard reagentCopperOrganic chemistryRing (chemistry)Synthesis and Catalytic ReactionsCatalytic C–H Functionalization MethodsCyclopropane Reaction Mechanisms