反应详情

温度

70 °C

Zn(CN)2 (0.60 g) and 1,1′-bis(diphenylphosphino)-ferrocene (0.92 g) are added to a solution of trifluoro-methanesulfonic acid 4-bromo-1-oxo-indan-5-yl ester (5.90 g) in N,N-dimethylformamide (30 mL) at room temperature. The mixture is purged with Ar for 5 min prior to addition of tris(dibenzylideneacetone)dipalladium(0) (760 mg). The mixture is heated to 70° C. and stirred at this temperature for 1 h. After cooling to room temperature, ethyl acetate is added and the resulting mixture is washed with water and brine. The organic phase is dried (MgSO4) and concentrated. The residue is chromatographed on silica gel (cyclohexane/ethyl acetate 99:1→50:50) to give the title compound. LC (method 2): tR=0.88 min; Mass spectrum (ESI−): m/z=234/236 (Br) [M−H]−.

1. customThe mixture is purged with Ar for 5 min
2. additionto addition of tris(dibenzylideneacetone)dipalladium(0) (760 mg)
3. temperatureAfter cooling to room temperature
4. additionethyl acetate is added
5. washthe resulting mixture is washed with water and brine
6. dry with materialThe organic phase is dried (MgSO4)
7. concentrationconcentrated
8. customThe residue is chromatographed on silica gel (cyclohexane/ethyl acetate 99:1→50:50)