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. Author manuscript; available in PMC: 2014 Jan 1.
Published in final edited form as: Chem Sci. 2012 Oct 18;4:531–535. doi: 10.1039/c2sc21288a

Table 3. Optimization of Phenol Arylationa.

graphic file with name nihms-497617-t0015.jpg

entry PhCl/PhOH/base solvent, T 1/20/conv
1 2/1/3.9/LiTMP Et2O, 25 °C 50/<1/32%
2 2/1/3.9/tBuOK dioxane, 110
°C		 9/1/91%
3 2/1/3.9/tBuONa dioxane, 155
°C		 7/1/87%
4b 2/1/3.9/tBuONa dioxane, 155
°C		 1/30/87%
5c 2/1/3.9/tBuONa dioxane, 155
°C		 1/15/65%
a

Solvent (1 mL), 0.25 mmol scale, 24 h. Conversion by GC analysis.

b

Additive: 1 equiv AgOAc.

c

Additive: 0.1 equiv AgOAc.