1: SnCl4 2: aqueous HBr; acetic acid / Hydrieren des Reaktionsprodukts an Raney-Nickel in Aethanol 3: sulfur / 200 - 240 °C View Scheme

methanol; oxygen in acetonitrile 16 h; Irradiation400 W high-pressure mercury lamp; Yield given. Yields of byproduct given;

oxygen in acetonitrile 16 h; Irradiation400 W high-pressure mercury lamp; Yield given. Yields of byproduct given;

1: 1.) O3, 2.) Me2S / 1.) CH2Cl2, 2.) -78 deg C 2: acetone / Jones oxidation 3: H2SO4 / Heating 4: benzene / 0 °C 5: 85 percent / ZnI2 / 1,2-dichloro-ethane / Ambient temperature 6: 1.) i-Pr2NLi, HCO2Et, 2.) p-MeC6H4SO2N3, Et3N / 1.) THF, -78 deg C, 2.) CH2Cl2, r.t. 7: Rh2(OAc)4 / benzene / Heating 8: m-ClC6H4CO3H, aq. NaHCO3 / CH2Cl2 / Ambient temperature 9: NiCl2*6H2O, NaBH4 / methanol / Ambient temperature 10: i-Pr2NLi, HMPA / tetrahydrofuran / Ambient temperature 11: LiAlH4 / diethyl ether / Ambient temperature 12: pyridinium chlorochromate / CH2Cl2 / Ambient temperature 13: H2NNH2*H2O, Na / ethane-1,2-diol; bis-(2-hydroxy-ethyl) ether / 185 °C View Scheme

1: 1.) O3, 2.) Me2S / 1.) CH2Cl2, 2.) -78 deg C 2: acetone / Jones oxidation View Scheme

1: n-BuONO / HCl / acetic acid / 2 h / -10 °C 2: 62 percent / pyridine / 0.17 h / 70 °C 3: 43 percent / HCl / acetic acid; acetic anhydride / 2 h / 100 °C View Scheme

1: 1.) O3, 2.) Me2S / 1.) CH2Cl2, 2.) -78 deg C 2: acetone / Jones oxidation 3: H2SO4 / Heating View Scheme

1: trimethylsilyl cyanide With trifluorormethanesulfonic acid in 2,3,4-trifluorotoluene T=-20°C; 0.0833333 h; Inert atmosphere; 2: 4'-methyl-2,3,4,5-tetrahydro-1,1'-biphenyl in 2,3,4-trifluorotoluene T=-20 - 0°C; Inert atmosphere;

in dimethyl sulfoxide Ambient temperature; Yield given. Yields of byproduct given;

trifluoroacetic acid in acetonitrile T=20°C; 20 h; Inert atmosphere;