Table 1.

Ligand Screen for the Pd-Catalyzed Arylation of MeOH^a

entry	ligand	temp (°C)	conv (%)b	yield of 1 (%)b	yield of 2 (%)b
1	L1	100	100	93	7
2	L2	100	100	92	7
3	L3	100	100	93	7
4	L4	100	53	13	40
5	L5	100	100	73	27
6	L6	100	27	20	7
7	L2	80	100	96	4
8c	L2	80	94	85	7
9d	L2	80	100	93	7
10d	L2	50	100	94	6
11d	L2	rt	50	48	2
12e	L2	rt	100	95	5

^aReaction conditions: 4-Chloroanisole (0.25 mmol), MeOH (1.25 mmol), NaO^tBu (0.35 mmol), Pd₂dba₃ (1 mol %), ligand (4 mol %), 1,4-dioxane (0.5 mL, 0.50 M), 20 h.

^bDetermined by GC.

^cPd₂dba₃ (0.5 mol %), L2 (2 mol %), 24 h.

^d3 (1 mol %), L2 (1 mol %).

^e3 (2 mol %),L2 (2 mol %).