Practical N-alkylation via homogeneous iridium-catalyzed direct reductive amination  

作　　者：Jing Wang Wenji Wang Xiongyu Yang Jingwen Liu Haizhou Huang Mingxin Chang 

机构地区：[1]College of Chemistry&Pharmacy,Northwest A&F University,Yangling,12100,China [2]College of Plant Protection,Shaanxi Research Center of Biopesticide Engineering&Technology,Northwest A&F University,Yangling,712100,China

出　　处：《Science China Chemistry》2023年第2期518-525,共8页中国科学（化学英文版）

基　　金：supported by the National Natural Science Foundation of China(21772155);the National Key R&D Program of China(2020YFA0907901);the Scientific Fund of Northwest A&F University and Postdoctoral Science Foundation of China(2019M663827)。

摘　　要：Direct reductive amination(DRA)is one of the most efficient methods for amine synthesis.Herein we report a practical homogeneous DRA procedure utilizing iridium catalysis.Applying simple,readily available and inexpensive PPh_(3)and alike ligands along with iridium at a low loading,aldehydes and ketones reductively coupled with primary and secondary amines to efficiently form structurally and functionally diverse amine products,including a set of drugs and compounds from late-stage manipulation.The reaction conditions were exceptionally mild and additive-free,in which oxygen,moisture,polar protic groups and multiple other functional groups were tolerated.For targeted products,this methodology is especially versatile for offering multiple possible synthetic options.The 10 gram-scale synthesis further demonstrated the potential and promise of this procedure in practical amine synthesis.DFT studies reveal an“outer-sphere”H-addition pathway,in whichπ-πinteractions and H-bonding play important roles.

关 键 词：homogeneous catalysis HYDROGENATION Iridium catalysis N-ALKYLATION reductive amination 

分 类 号：O621.25[理学—有机化学]