A facile and practical copper powder-catalyzed, organic solvent- and ligand-free Ullmann amination of aryl halides.
A facile and practical method that the copper powder-catalyzed Ullmann amination of aryl halides with aqueous methylamine under organic solvent- and ligand-free condition at 100 °C and in air gave N-arylamines as sole products in good to excellent yields. The presence of a small amount of air is essential. Other aliphatic primary amines show good to very high reactivity. Secondary amines and aniline are not reactive. Sensitive substituents (i.e., CHO, MeCO, CN and Cl) are tolerable in the reaction.
School of Chemistry and Materials Science, Shaanxi Normal University and Key Laboratory for Macromolecular Science of Shaanxi Province, Xi'an, 710062, PR China.
Jiao
J
Jiao
Xi-Ru
XR
Zhang
Ning-Hui
NH
Chang
Jie
J
Wang
Jun-Fa
JF
Wei
Xian-Ying
XY
Shi
Zhan-Guo
ZG
Chen
D000586:Amination; D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D006846:Hydrocarbons, Halogenated / Q000737:chemistry*; D015394:Molecular Structure; D011208:Powders / Q000737:chemistry*; D012997:Solvents / Q000737:chemistry*
D000588:Amines; D006846:Hydrocarbons, Halogenated; D011208:Powders; D012997:Solvents; D003300:Copper