General procedure for the synthesis of 4-n-butoxyphenol from 1-butoxy-4-iodobenzene: To a stirred solution containing CuI (19.0 mg, 10 mol%) and dimethylethylenedioxime (L6; 23.2 mg, 20 mol%) were added, in order, aryl halide (1 mmol), CsOH (3 mmol), and H2O (1 mL) over a period of 0.1 hours. The reaction mixture was stirred in DMSO (1 mL) at 120 °C (for aryl iodides) or the corresponding temperature (for aryl bromides). The reaction progress was monitored by TLC (EtOAc-hexane). Upon completion of the reaction, the mixture was cooled to room temperature and acidified with 0.5 M HCl (0.5 mL). The resulting mixture was extracted with EtOAc (3 × 10 mL) and the organic phase was dried with Na2SO4. After evaporation of the solvent, the residue obtained was purified by column chromatography.
