1,1'-Bis(diphenylphosphino)ferrocene palladium dichloride dichloromethane complex (0.2 g, 0.25 mmol) and potassium acetate (1.5 g) were added to a 100 mL double-necked vial with 3-bromocarbazole (1 g, 5.98 mmol) and bis(diphenylphosphino)pinacol bis(boronic acid) ester (1.52 g, 5.98 mmol). 1,4-dioxane (40 mL) and a magnetic stirrer were then added and a reflux condenser tube was installed. The system was evacuated by vacuum and then displaced three times with nitrogen and the reaction was carried out in an oil bath at 80°C for 24 hours. Upon completion of the reaction, two extractions with dichloromethane and water were performed, and the organic phases were combined and dried with anhydrous sodium sulfate. The target product 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole was purified by column chromatography (eluent ratio of petroleum ether: dichloromethane: ethyl acetate = 20:2:1) in 99% yield.
