1: 84 percent / K2CO3 / dimethylformamide / 0 - 20 °C 2: 75 percent / 4 Angstroem molecular sieves; BF3*Et2O / CH2Cl2 / -78 - 20 °C 3: 100 percent / K2CO3 / dimethylformamide / 3 h / 80 °C 4: 40 percent / H2 / Pd/C / ethyl acetate / 2 h / 20 °C 5: 91 percent / NaOH / dioxane; H2O / 24 h / 20 °C 6: 76 percent / I2 / dimethylsulfoxide / 0.25 h / 200 °C 7: 100 percent / H2 / Pd/C / ethyl acetate; ethanol / 4.5 h / 20 °C View Scheme

1: 89 percent / K2CO3 / dimethylformamide / 0 - 25 °C 2: 96 percent / BF3*Et2O; 4 Angstroem molecular sieves / CH2Cl2 / -78 - 20 °C 3: 84 percent / dioxane; aq. NaOH / 24 h / 20 °C 4: 84 percent / I2 / dimethylsulfoxide / 0.5 h / Heating 5: 100 percent / H2 / Pd-C / ethanol; ethyl acetate / 20 °C View Scheme

potassium carbonate in N,N-dimethyl-formamide T=0 - 25°C;