反应详情

Tetrakis(triphenylphosphine)palladium(0) (40 mg) and cuprous bromide (8 mg) were added to a solution of 6,7-dimethoxy-2-naphthalenetriflate (160 mg, 0.48 mmol) and trimethyl(3,4-methylenedioxy-6-nitrophenyl)stannane (8, 187 mg, 0.57 mmol) in THF (20 mL). The mixture was stirred at room temperature for 0.5 h., and then refluxed under nitrogen for 18 h. After Cooling, THF was rotaevaporated and ethyl acetate (50 ml) was added to the residue. the solution was washed with water (30 mL). The organic layer was separated and passed through a celite bed to remove suspended particles. The organic layer was then washed with brine, dried (anhydrous Na2SO4) and concentrated in vacuo. The residue was chromatographed on silica gel using 70:30 hexanes:ethyl acetate to give a mixture of two compounds with same Rf value. The mixture can be separated after the hydrogenation step.

1. temperaturerefluxed under nitrogen for 18 h
2. temperatureAfter Cooling
3. washthe solution was washed with water (30 mL)
4. customThe organic layer was separated
5. customto remove
6. washThe organic layer was then washed with brine
7. dry with materialdried (anhydrous Na2SO4)
8. concentrationconcentrated in vacuo
9. customThe residue was chromatographed on silica gel using 70:30 hexanes
10. customethyl acetate to give
11. additiona mixture of two compounds with same Rf value
12. customThe mixture can be separated after the hydrogenation step