反应详情

温度

130 °C

4-Bromo-2-fluoro-1-nitrobenzene (500 mg, 2.27 mmol), 2-nitro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (660 mg, 2.50 mmol) and K2CO2 (940 mg, 6.81 mmol) were suspended in DME-H2O (4:1, 15 mL) and purged with nitrogen. The solution was degassed by sonication before Pd(dppf)Cl2 (185 mg, 10 mol %) was added. The mixture was heated to 130° C. for 10 min under microwave irradiation. The cooled mixture was partitioned between EtOAc and H2O. The aqueous layer was extracted with EtOAc (2×50 mL). The combined organic extracts were washed with brine, dried (MgSO4), filtered and concentrated. The resulting black solid was absorbed onto silica and purified by column chromatography (4:1 to 1:1 petrol-EtOAc) to give the product as an orange solid (285 mg, 45%).

1. custompurged with nitrogen
2. customThe solution was degassed by sonication before Pd(dppf)Cl2 (185 mg, 10 mol %)
3. additionwas added
4. customThe cooled mixture was partitioned between EtOAc and H2O
5. extractionThe aqueous layer was extracted with EtOAc (2×50 mL)
6. washThe combined organic extracts were washed with brine
7. dry with materialdried (MgSO4)
8. filtrationfiltered
9. concentrationconcentrated
10. customThe resulting black solid was absorbed onto silica
11. custompurified by column chromatography (4:1 to 1:1 petrol-EtOAc)