sodium hydroxide in 1,4-dioxane; methanol T=45°C; 0.666667 h;

1: 75 percent / Et3N, PdCl2, PPh3, CuI / dimethylformamide / 2 h / 80 °C 2: 74 percent / H2 / Pd/C / methanol; ethyl acetate / 15 - 18 °C 3: 70 percent / K2CO3 / acetone / 7 h / Heating 4: 112 mg / TsOH*H2O / toluene / 1 h / 115 °C 5: 88 percent / aq. NaOH / methanol; dioxane / 0.67 h / 45 °C View Scheme

1: 75 percent / Et3N, PdCl2, PPh3, CuI / dimethylformamide / 2 h / 80 °C 2: 74 percent / H2 / Pd/C / methanol; ethyl acetate / 15 - 18 °C 3: 70 percent / K2CO3 / acetone / 7 h / Heating 4: 112 mg / TsOH*H2O / toluene / 1 h / 115 °C 5: 88 percent / aq. NaOH / methanol; dioxane / 0.67 h / 45 °C View Scheme

1: 74 percent / H2 / Pd/C / methanol; ethyl acetate / 15 - 18 °C 2: 70 percent / K2CO3 / acetone / 7 h / Heating 3: 112 mg / TsOH*H2O / toluene / 1 h / 115 °C 4: 88 percent / aq. NaOH / methanol; dioxane / 0.67 h / 45 °C View Scheme

1: 80 percent / aq. NaOH / tetrahydrofuran; methanol / 0.75 h / 35 °C 2: 75 percent / Et3N, PdCl2, PPh3, CuI / dimethylformamide / 2 h / 80 °C 3: 74 percent / H2 / Pd/C / methanol; ethyl acetate / 15 - 18 °C 4: 70 percent / K2CO3 / acetone / 7 h / Heating 5: 112 mg / TsOH*H2O / toluene / 1 h / 115 °C 6: 88 percent / aq. NaOH / methanol; dioxane / 0.67 h / 45 °C View Scheme

1: 1) thallium(III) nitrate trihydrate, 2) 2 percent HCl / 1) CHCl3, 40 deg C, 2 h, 2) CHCl3, room temperature, 2 h 2: 80 percent / aq. NaOH / tetrahydrofuran; methanol / 0.75 h / 35 °C 3: 75 percent / Et3N, PdCl2, PPh3, CuI / dimethylformamide / 2 h / 80 °C 4: 74 percent / H2 / Pd/C / methanol; ethyl acetate / 15 - 18 °C 5: 70 percent / K2CO3 / acetone / 7 h / Heating 6: 112 mg / TsOH*H2O / toluene / 1 h / 115 °C 7: 88 percent / aq. NaOH / methanol; dioxane / 0.67 h / 45 °C View Scheme

1: 112 mg / TsOH*H2O / toluene / 1 h / 115 °C 2: 88 percent / aq. NaOH / methanol; dioxane / 0.67 h / 45 °C View Scheme

1: 70 percent / K2CO3 / acetone / 7 h / Heating 2: 112 mg / TsOH*H2O / toluene / 1 h / 115 °C 3: 88 percent / aq. NaOH / methanol; dioxane / 0.67 h / 45 °C View Scheme