KO2 in dimethyl sulfoxide 0.5 h; Ambient temperature;

1: 1) NaOMe; 2) HCl gas / 1) toluene, reflux, 15h 2) 1 min (comparable yield with NaH instead of NaOMe) 2: 79 percent / CH3I / CH2Cl2 / 72 h / Heating 3: 27 percent / KO2 / dimethylsulfoxide / 0.5 h / Ambient temperature View Scheme

1: 93 percent / KOH / H2O / 2 h / 75 °C / Heating 2: 1) NaOMe; 2) HCl gas / 1) toluene, reflux, 15h 2) 1 min (comparable yield with NaH instead of NaOMe) 3: 79 percent / CH3I / CH2Cl2 / 72 h / Heating 4: 27 percent / KO2 / dimethylsulfoxide / 0.5 h / Ambient temperature View Scheme

1: 79 percent / CH3I / CH2Cl2 / 72 h / Heating 2: 27 percent / KO2 / dimethylsulfoxide / 0.5 h / Ambient temperature View Scheme

1: 71 percent / TsOH / 0.08 h / 40 °C 2: 96 percent / CuCl2*2H2O / H2O; acetonitrile / 0.5 h / Heating 3: 73 percent / Al(O-i-Pr)3 / propan-2-ol / 0.25 h / Heating View Scheme

1: 96 percent / CuCl2*2H2O / H2O; acetonitrile / 0.5 h / Heating 2: 73 percent / Al(O-i-Pr)3 / propan-2-ol / 0.25 h / Heating View Scheme

barium dihydroxide; water