1: 100 percent / Br2 / CCl4 / 0.67 h / 0 - 5 °C 2: 92 percent / aq. NaOH / methanol / 3 h / Heating 3: 18 percent / diphenylphosphorazidate, Et3N / dioxane / 20 h / Heating 4: 97 percent / NBS, benzoyl peroxide / CCl4 / 1.5 h / Heating; Irradiation 5: 62 percent / K2CO3 / dimethylformamide / 16 h / Ambient temperature 6: 98 percent / trifluoroacetic acid / CH2Cl2 / 16 h / Ambient temperature 7: 100 percent / Et3N / CH2Cl2 / 0.75 h / -70 °C 8: 95 percent / aq. NaOH / methanol / 3 h / 50 °C 9: 1.) CDI, 2.) NH3 / 1.) THF, RT, 3 h, 2.) THF, EtOH, a.) RT, 16 h, b.) reflux, 4 h View Scheme