3-Iodophenol Synthesis:
1）Add potassium tert-butoxide (67.3 mg, 0.60 mmol, 2.0 eq.), oxime (74.5 mg, 0.60 mmol, 2.0 eq.), and 4′-bromoacetophenone (59.7 mg, 0.30 mmol, 1.0 eq.) to an oven-dry screw-cap 8mL reaction vial.
2）Add anhydrous DMSO (1.5 mL) to the solids a magnetic stir bar.
3）Close the vial and sparge the reaction mixture with N2 for 15 minutes, seal with parafilm.
4）Stir the reaction mixture and heat at 100°C in a metal heating block for 16 h.
5）Dilute the mixture with CH2Cl2 or EtOAc (20 mL), pour into a mixture of water (10mL) and brine (5 mL), acidify with 10% aq HCl (~1 mL).
6）Collect the organic phase and extract the aqueous phase with CH2Cl2 or EtOAc (3×20mL).
7）Combine the organics, dry (MgSO4) and concentrate under reduced pressure.
8）Purify the crude product to give 3-Iodophenol by column chromatography (30% EtOAc in hexane).
