反应详情

温度

80 °C

A mixture of 2-bromo-5-methylsulfonylnitrobenzene (1.50 g; 5.36 mmol), trans-propenylboronic acid (690 mg; 8.03 mmol), caesium fluoride (2.44 g; 16.1 mmol) and bis(triphenylphosphine)palladium(II) chloride (376 mg; 0.54 mmol) was degassed with nitrogen, then treated with dioxane (30 ml) and water (15 ml). The resulting reaction mixture was heated at 80° C. for 2 hours, taken up in EtOAc and washed with water and brine. The organic phase was dried on MgSO4, filtered and concentrated under reduced pressure to give a residue which was purified by by flash column chromatography, eluting with cyclohexane containing increasing amounts of EtOAc. The title compound was obtained as an off-white solid (1.10 g, 85%).

1. customwas degassed with nitrogen
2. additiontreated with dioxane (30 ml) and water (15 ml)
3. customThe resulting reaction mixture
4. washwashed with water and brine
5. customThe organic phase was dried on MgSO4
6. filtrationfiltered
7. concentrationconcentrated under reduced pressure
8. customto give a residue which
9. customwas purified by by flash column chromatography
10. washeluting with cyclohexane containing
11. temperatureincreasing amounts of EtOAc