potassium carbonate in acetonitrile 96 h; Ambient temperature;

1: 54 percent / AlCl3 / nitrobenzene / 0.08 h 2: 96 percent / H2 / 10percent Pd/C / acetic acid / 70 - 80 °C / 760 Torr 3: 75 percent / diphenylphosphoryl azide, Et3N / 18 h / Heating 4: 74 percent / 4N HCl / ethyl acetate / 3 h 5: 66 percent / K2CO3 / acetonitrile / 96 h / Ambient temperature View Scheme

1: 86 percent / thionyl chloride, pyridine / toluene / Ambient temperature 2: 1.) Na, 3.) 2N NaOH 3: 88 percent / acetic anhydride / 2 h / Heating 4: 54 percent / AlCl3 / nitrobenzene / 0.08 h 5: 96 percent / H2 / 10percent Pd/C / acetic acid / 70 - 80 °C / 760 Torr 6: 75 percent / diphenylphosphoryl azide, Et3N / 18 h / Heating 7: 74 percent / 4N HCl / ethyl acetate / 3 h 8: 66 percent / K2CO3 / acetonitrile / 96 h / Ambient temperature View Scheme

1: 96 percent / H2 / 10percent Pd/C / acetic acid / 70 - 80 °C / 760 Torr 2: 75 percent / diphenylphosphoryl azide, Et3N / 18 h / Heating 3: 74 percent / 4N HCl / ethyl acetate / 3 h 4: 66 percent / K2CO3 / acetonitrile / 96 h / Ambient temperature View Scheme

1: 88 percent / acetic anhydride / 2 h / Heating 2: 54 percent / AlCl3 / nitrobenzene / 0.08 h 3: 96 percent / H2 / 10percent Pd/C / acetic acid / 70 - 80 °C / 760 Torr 4: 75 percent / diphenylphosphoryl azide, Et3N / 18 h / Heating 5: 74 percent / 4N HCl / ethyl acetate / 3 h 6: 66 percent / K2CO3 / acetonitrile / 96 h / Ambient temperature View Scheme

1: 1.) Na, 3.) 2N NaOH 2: 88 percent / acetic anhydride / 2 h / Heating 3: 54 percent / AlCl3 / nitrobenzene / 0.08 h 4: 96 percent / H2 / 10percent Pd/C / acetic acid / 70 - 80 °C / 760 Torr 5: 75 percent / diphenylphosphoryl azide, Et3N / 18 h / Heating 6: 74 percent / 4N HCl / ethyl acetate / 3 h 7: 66 percent / K2CO3 / acetonitrile / 96 h / Ambient temperature View Scheme

1: 47 percent / Na / ethanol / 2 h / Heating 2: 87.6 percent / H2 / 10percent Pd/C / acetic acid 3: 88 percent / acetic anhydride / 2 h / Heating 4: 54 percent / AlCl3 / nitrobenzene / 0.08 h 5: 96 percent / H2 / 10percent Pd/C / acetic acid / 70 - 80 °C / 760 Torr 6: 75 percent / diphenylphosphoryl azide, Et3N / 18 h / Heating 7: 74 percent / 4N HCl / ethyl acetate / 3 h 8: 66 percent / K2CO3 / acetonitrile / 96 h / Ambient temperature View Scheme

methanesulfonic acid; hydrogen; toluene-4-sulfonic acid; platinum(IV) oxide 2.) ethanol; Multistep reaction;

1: 75 percent / diphenylphosphoryl azide, Et3N / 18 h / Heating 2: 74 percent / 4N HCl / ethyl acetate / 3 h 3: 66 percent / K2CO3 / acetonitrile / 96 h / Ambient temperature View Scheme

1: 74 percent / 4N HCl / ethyl acetate / 3 h 2: 66 percent / K2CO3 / acetonitrile / 96 h / Ambient temperature View Scheme