water; trifluoroacetic acid in dichloromethane

1: 79 percent / trifluoroacetic acid, H2O / CH2Cl2 2: 1.) n-BuLi, 2.) HMPA / 1.) THF, hexane, 0 deg C, 10 min, 2.) THF, hexane, 0 deg C, 1.5 h 3: 88 percent / H2 / 10percent Pd/C / diethyl ether / 16 h 4: 44 percent / molecular sieves 4 A, pyridinum dichromate / dimethylformamide / 120 h / Ambient temperature 5: 94 percent / 10percent aq. tetrabutylammonium hydroxide / CH2Cl2 / 16 h View Scheme

hydrogenchloride in water; dimethyl sulfoxide

1: 48 percent / iron (III) sulphate on silica gel / hexane / 1.42 h / 45 °C 2: 84 percent / pyridine / CH2Cl2 / 16 h / Ambient temperature 3: 46 percent / I2, 1,2-bis(diphenylphosphino)ethane / CH2Cl2 / 4 h / Ambient temperature 4: 34 percent / dimethylsulfoxide / 2 h / Ambient temperature View Scheme

1: 84 percent / pyridine / CH2Cl2 / 16 h / Ambient temperature 2: 46 percent / I2, 1,2-bis(diphenylphosphino)ethane / CH2Cl2 / 4 h / Ambient temperature 3: 34 percent / dimethylsulfoxide / 2 h / Ambient temperature View Scheme

1: 84 percent / pyridine / CH2Cl2 / 16 h / Ambient temperature 2: 46 percent / I2, 1,2-bis(diphenylphosphino)ethane / CH2Cl2 / 4 h / Ambient temperature 3: 34 percent / dimethylsulfoxide / 2 h / Ambient temperature View Scheme

1: 46 percent / I2, 1,2-bis(diphenylphosphino)ethane / CH2Cl2 / 4 h / Ambient temperature 2: 34 percent / dimethylsulfoxide / 2 h / Ambient temperature View Scheme

in dimethyl sulfoxide 2 h; Ambient temperature;