反应详情

温度

130 °C

Compound 4 was prepared as follows: a mixture of carbazole (6.30 g, 37.7 mmol), 1-bromo-4-iodobenzene (15.99 g, 56.52 mmol), copper powder (4.79 g, 75.4 mmol), K2CO3 (20.83 g, 150.7 mmol) and anhydrous DMF (100 mL) was degassed with argon for about 1 h while stirring. The stirring reaction mixture was then maintained under argon at about 130° C. for about 42 h. Upon confirming consumption of the starting material by TLC (SiO2, 4:1 hexanes-dichloromethane), the mixture was cooled to RT, filtered, the filtrant washed copiously with EtOAc (ca. 200 mL) and the resulting filtrate concentrated in vacuo. Purification of the crude product by flash chromatography (SiO2, hexanes) afforded compound 4 (11.7 g, 96% yield) as a pale yellow solid. (See Xu, H.; Yin, K.; Huang, W. Chem. Eur. J., 2007, 13(36), 10281-10293.)

1. customCompound 4 was prepared
2. customwas degassed with argon for about 1 h
3. customThe stirring reaction mixture
4. customconsumption of the starting material by TLC (SiO2, 4:1 hexanes-dichloromethane)
5. temperaturethe mixture was cooled to RT
6. filtrationfiltered
7. washthe filtrant washed copiously with EtOAc (ca. 200 mL)
8. concentrationthe resulting filtrate concentrated in vacuo
9. customPurification of the crude product by flash chromatography (SiO2, hexanes)