1: 1.) nBuLi / 1.) THF, 2.) irradiation 2: 54 percent / 1.) HCl, 2.) NaOH View Scheme

sodium carbonate in acetonitrile Heating;

1: 77 percent / K2CO3 / acetone; dimethylformamide / 12 h / Heating 2: 100 percent / aq. KOH / methanol / 4 h / Heating 3: 99 percent / PTS*H2O / methanol / 4 h / 20 °C 4: 100 percent / PPh3; CBr4 / CH2Cl2 5: 98 percent / PTS / benzene / Heating 6: 100 percent / Na2CO3 / acetonitrile / Heating View Scheme

1: 77 percent / K2CO3 / acetone; dimethylformamide / 12 h / Heating 2: 100 percent / aq. KOH / methanol / 4 h / Heating 3: 99 percent / PTS*H2O / methanol / 4 h / 20 °C 4: 100 percent / PPh3; CBr4 / CH2Cl2 5: 98 percent / PTS / benzene / Heating 6: 100 percent / Na2CO3 / acetonitrile / Heating View Scheme

1: 100 percent / PPh3; CBr4 / CH2Cl2 2: 98 percent / PTS / benzene / Heating 3: 100 percent / Na2CO3 / acetonitrile / Heating View Scheme

1: 98 percent / PTS / benzene / Heating 2: 100 percent / Na2CO3 / acetonitrile / Heating View Scheme

1: 99 percent / PTS*H2O / methanol / 4 h / 20 °C 2: 100 percent / PPh3; CBr4 / CH2Cl2 3: 98 percent / PTS / benzene / Heating 4: 100 percent / Na2CO3 / acetonitrile / Heating View Scheme

1: 100 percent / aq. KOH / methanol / 4 h / Heating 2: 99 percent / PTS*H2O / methanol / 4 h / 20 °C 3: 100 percent / PPh3; CBr4 / CH2Cl2 4: 98 percent / PTS / benzene / Heating 5: 100 percent / Na2CO3 / acetonitrile / Heating View Scheme

T=140°C; 5.5 h; Title compound not separated from byproducts;