Improved functional group compatibility in the palladium-catalyzed synthesis of aryl amines.
[reaction: see text] The use of Pd2dba3 with bulky, electron-rich ligands 1 or 2 and LiN(TMS)2 as the base for the coupling of amines with aryl halides containing hydroxyl, amide, or enolizable keto groups is described. This protocol expands the utility of palladium-catalyzed C-N bond formation by allowing for the use of aryl halides containing these functional groups, obviating the need for protecting group manipulations.
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.
Michele C
MC
Harris
Xiaohua
X
Huang
Stephen L
SL
Buchwald
D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D006841:Hydrocarbons, Aromatic / Q000737:chemistry; D006846:Hydrocarbons, Halogenated / Q000737:chemistry; D010165:Palladium / Q000737:chemistry
D000588:Amines; D006841:Hydrocarbons, Aromatic; D006846:Hydrocarbons, Halogenated; D010165:Palladium