Copper-catalyzed coupling of alkylamines and aryl iodides: an efficient system even in an air atmosphere.
[reaction: see text] A mild method for the copper-catalyzed amination of aryl iodides is reported. This operationally simple C-N bond-forming protocol uses CuI as the catalyst and ethylene glycol as ligand in 2-propanol. A variety of functionalized aryl iodides as well as several amines were efficiently coupled using this method. This catalytic amination procedure is relatively insensitive to moisture and can be performed under an air atmosphere with comparable yield. Preliminary results on the amination of aryl bromides are also described.
Kwong
Fuk Yee
FY
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.
Klapars
Artis
A
Buchwald
Stephen L
SL
D000586:Amination; D000588:Amines / Q000138:chemical synthesis*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D005026:Ethylene Glycols / Q000737:chemistry; D007454:Iodides / Q000138:chemical synthesis*
D000588:Amines; D005026:Ethylene Glycols; D007454:Iodides; D003300:Copper