Table 1. Optimization of the Reaction Conditions^a.

entry	deviation from standard condition	yield (%)b
1	no change	66
2	5 mol % 4CzlPN instead of Ir cat.	22
3	5 mol % Eosin Y instead of Ir cat.	0
4	5 mol % MesAcr instead of Ir cat.	0
5	in absence of Ir cat.	0
6	in absence of nickel	0
7	in absence of light	0
8	in absence of K2HPO4	29
9	DME instead of dioxane	35
10	MeCN instead of dioxane	17
11	DMF-df7 instead of dioxane	32

^aGeneral reaction conditions: Ar-Br (1.0 equiv, 0.1 mmol), trifluoroborate (1.3 equiv, 0.13 mmol), Ir catalyst (2 mol %), 1,4-dioxane (0.2 M), rt, 24 h.

^bYield was determined by ¹H NMR using 1,3,5-trimethoxybenzene as an internal standard.