boron tribromide in dichloromethane; 1,2-dichloro-ethane 0.5 h; Heating;

1: 97 percent / HCl / Ambient temperature 2: 77 percent / conc. aq. NH4OH / Ambient temperature 3: 70 percent / 5percent Pd/C / xylene / 2 h / Heating 4: 65 percent / POCl3, pyridine / dimethylformamide / 1 h / 0 °C 5: 75 percent / tetrahydrofuran / 2 h / Ambient temperature 6: 69 percent / ammonium acetate / acetic acid / 3 h / Heating 7: 72 percent / boron tribromide / CH2Cl2; 1,2-dichloro-ethane / 0.5 h / Heating View Scheme

1: 70 percent / 5percent Pd/C / xylene / 2 h / Heating 2: 65 percent / POCl3, pyridine / dimethylformamide / 1 h / 0 °C 3: 75 percent / tetrahydrofuran / 2 h / Ambient temperature 4: 69 percent / ammonium acetate / acetic acid / 3 h / Heating 5: 72 percent / boron tribromide / CH2Cl2; 1,2-dichloro-ethane / 0.5 h / Heating View Scheme

1: 77 percent / conc. aq. NH4OH / Ambient temperature 2: 70 percent / 5percent Pd/C / xylene / 2 h / Heating 3: 65 percent / POCl3, pyridine / dimethylformamide / 1 h / 0 °C 4: 75 percent / tetrahydrofuran / 2 h / Ambient temperature 5: 69 percent / ammonium acetate / acetic acid / 3 h / Heating 6: 72 percent / boron tribromide / CH2Cl2; 1,2-dichloro-ethane / 0.5 h / Heating View Scheme

1: 75 percent / tetrahydrofuran / 2 h / Ambient temperature 2: 69 percent / ammonium acetate / acetic acid / 3 h / Heating 3: 72 percent / boron tribromide / CH2Cl2; 1,2-dichloro-ethane / 0.5 h / Heating View Scheme

1: 65 percent / POCl3, pyridine / dimethylformamide / 1 h / 0 °C 2: 75 percent / tetrahydrofuran / 2 h / Ambient temperature 3: 69 percent / ammonium acetate / acetic acid / 3 h / Heating 4: 72 percent / boron tribromide / CH2Cl2; 1,2-dichloro-ethane / 0.5 h / Heating View Scheme

1: 69 percent / ammonium acetate / acetic acid / 3 h / Heating 2: 72 percent / boron tribromide / CH2Cl2; 1,2-dichloro-ethane / 0.5 h / Heating View Scheme

1: 2) TFA / 1) benzene, 15 min, 2) 12 h 2: 88 percent / O2 / CCl4 / 72 h / Heating 3: 78 percent / LiAlH4 / tetrahydrofuran 4: 84 percent / (COCl)2, DMSO 5: 81 percent / NH4OAc / acetic acid View Scheme

1: 84 percent / (COCl)2, DMSO 2: 81 percent / NH4OAc / acetic acid View Scheme

1: 81 percent / NH4OAc / acetic acid View Scheme