1: oxalyl chloride, DMF / tetrahydrofuran / 0.5 h / Heating 2: sulfuryl chloride, benzoyl peroxide / benzene / 2.5 h / Heating 3: 1.) AlCl3 / 1.) CH2Cl2, RT, 10 min, 2.) CH2Cl2, RT, 2.5 h View Scheme

1: sulfuryl chloride, benzoyl peroxide / benzene / 2.5 h / Heating 2: 1.) AlCl3 / 1.) CH2Cl2, RT, 10 min, 2.) CH2Cl2, RT, 2.5 h View Scheme

1: 1.) KOH / 1.) THF, RT, 15 min, 2.) THF, RT, 4 h 2: 1.) AlCl3 / 1.) CH2Cl2, RT, 10 min, 2.) CH2Cl2, RT, 2.5 h View Scheme

aluminium trichloride 1.) CH2Cl2, RT, 10 min, 2.) CH2Cl2, RT, 2.5 h; Yield given. Multistep reaction;

1: 16.0 g / NaN3 / dimethylformamide / 3 h / Ambient temperature 2: 13.59 g / H2O, PPh3 / tetrahydrofuran / 16 h / Ambient temperature View Scheme

1: 16.0 g / NaN3 / dimethylformamide / 3 h / Ambient temperature 2: 13.59 g / H2O, PPh3 / tetrahydrofuran / 16 h / Ambient temperature 3: 12.14 g / Et3N / acetonitrile / a) RT, 30 min, b) 60 deg C, 2 h View Scheme

1: 16.0 g / NaN3 / dimethylformamide / 3 h / Ambient temperature 2: 13.59 g / H2O, PPh3 / tetrahydrofuran / 16 h / Ambient temperature 3: 12.14 g / Et3N / acetonitrile / a) RT, 30 min, b) 60 deg C, 2 h 4: H2 / 5percent Pt/C / tetrahydrofuran / 18 h / 3040 Torr / Ambient temperature 5: AcOH / 2 h / Heating 6: tetrakis(triphenylphosphine)palladium(0) / toluene / 3 h / 120 °C 7: KF*H2O / dimethylformamide / a) 0 deg C, 30 min, b) RT, 1.5 h View Scheme