Room-Temperature CuI-Catalyzed <i>N</i>-Arylation of Cyclopropylamine
Peng Hong, Xinhai Zhu, Xin Lai, Zinan Gong, Manna Huang, Yiqian Wan
Abstract
A general and efficient CuI/ N -carbazolyl-1 H -pyrrole-2-carbohydrazide catalyst system was developed for the N -arylation of cyclopropylamine using aryl bromides at room temperature. Herein, 5 mol % CuI and 5 mol % of the ligand were used to synthesize N -aryl cyclopropylamines in moderate to excellent yields. This protocol was scaled up to produce the desired product at gram levels and has been generalized for C–N coupling between aryl bromides and amines at room temperature.
Topics & Concepts
ChemistryCatalysisArylCarbohydrazideCombinatorial chemistryMedicinal chemistryPolymer chemistryOrganic chemistryAlkylCyclopropane Reaction MechanismsCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization Methods