sodium carbonate in ethanol; water T=80°C; Suzuki-Miyaura coupling; 4 h;

potassium carbonate in hexane; water

1: 70 percent / N-bromosuccinimide / CH2Cl2 / 45 h / 0 °C 2: 76 percent / 1.) cc. sulphuric acid, sodium nitrite, 2.) copper(II) sulphate pentahydrate, sodium hydrogen carbonate / H2O; acetic acid; cyclohexane / 1.) -5 deg C, 15 min; 2.) 50 deg C 3: 88 percent / 1.) tetrakis(triphenylphosphine)palladium(0), 2M-sodium carbonate, 2.) 30percent hydrogen peroxide / ethanol; benzene / 1.) 2.5 h, reflux; 2.) 1 h, room temp. View Scheme

1: 76 percent / 1.) cc. sulphuric acid, sodium nitrite, 2.) copper(II) sulphate pentahydrate, sodium hydrogen carbonate / H2O; acetic acid; cyclohexane / 1.) -5 deg C, 15 min; 2.) 50 deg C 2: 88 percent / 1.) tetrakis(triphenylphosphine)palladium(0), 2M-sodium carbonate, 2.) 30percent hydrogen peroxide / ethanol; benzene / 1.) 2.5 h, reflux; 2.) 1 h, room temp. View Scheme