Table 4. Phenol Arylation^a.

entry	phenol	ArCl	product	yield, %
1	phenol	PhCl		78
2	phenol	PhCl		60
3	phenol	1-Cl-3- FC6H4		72
4b	phenol	2-Cl-1- MeOC6H4		64
5	3-Me- phenol	PhCl		80
6	4-OH- benzo- phenone	PhCl		58
7	1-naphthol	PhCl		82
8c	2-naphthol	PhCl		80 77d
9c	2-naphthol	3-Cl-1- CF3C6H4		74
10c	2-naphthol	3-Br-1- tBuO2CC6H4		66
11c	2-naphthol	3-Cl-1- CNC6H4		65

^aScale: 0.5 mmol, 48-96 h, 0.5-2 equiv AgOAc, 1.6-5/1/3.6-8ratio of ArCl/phenol/base. Yields are isolated yields.

^bCrude: 9/1 isomer mixture. Yield of pure major isomer.

^cNo AgOAc.

^dReaction scale: 10 mmol.