Table 3.

Cu-Catalyzed Reactions of Anilines with Aryl Bromides.^a

entry	product		yield (%)b
1		X = Cl	76
2		F	72
3			55
4			71
5		R = 2,5-Me2	75c
6		2-OMe	70
7		R = Me	74d
8		OMe	67d
9			51

^aReactions Conditions: 2.0 mmol ArNH₂, 1.0 mmol ArBr, 2.0 mmol K₃PO₄, 0.10 mmol CuI, 0.20 mmol L5, 0.5 mL DMSO, in a sealed tube under an N₂ atmosphere for 24 h.

^bYields reported are the average of at least two runs determined to be > 95% pure by elemental analysis or ¹H NMR.

^c20% L15 employed as a ligand in DMF at 110 °C.

^d30 h.