Twofold C-H functionalization: palladium-catalyzed ortho arylation of anilides.
The ortho arylation of anilides to form biphenyls via a twofold C-H functionalization/C-C bond-forming process is described. The oxidative coupling takes place in the presence of 5-10 mol % of Pd(OAc)2, 10-20 mol % of DMSO, and 4-11 equiv of the aryl substrate in TFA under an oxygen atmosphere. No metal-containing cocatalyst is required.
Brasche
Gordon
G
Department OF Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.
García-Fortanet
Jorge
J
Buchwald
Stephen L
SL
D000813:Anilides / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry*; D002384:Catalysis; D006859:Hydrogen / Q000737:chemistry*; D010084:Oxidation-Reduction; D010165:Palladium / Q000737:chemistry*
D000813:Anilides; D010165:Palladium; D002244:Carbon; D006859:Hydrogen