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.
“Twofold C−H Functionalization: Palladium-Catalyzed Ortho Arylation of Anilides”, Org. Lett., 2008, 10(11), 2207-2210.