CuSPh in tetrahydrofuran 1.) -78 deg C to -15 deg C, 20 min, -15 deg C, 10 min, 2.) -15 deg C, 1 h;

barium dihydroxide T=290 - 300°C;

chloro-trimethyl-silane; sodium in diethyl ether 12 h; Ambient temperature;

1: With potassium hydroxide in methanol; water T=0°C; 2: With acetic acid in methanol; water

1: 1.) Fe2(CO)9, CO, 2.) BF3*Et2O, 3.) Me3NO*2H2O, NaHCO3 2: 97 percent / H2 / Ra-Ni / ethanol / 8 h / Ambient temperature 3: 87 percent / I2, Ph3P, imidazole / toluene / 4 h / Heating 4: 45 percent / Na, Me3SiCl / diethyl ether / 12 h / Ambient temperature View Scheme

1: 97 percent / H2 / Ra-Ni / ethanol / 8 h / Ambient temperature 2: 87 percent / I2, Ph3P, imidazole / toluene / 4 h / Heating 3: 45 percent / Na, Me3SiCl / diethyl ether / 12 h / Ambient temperature View Scheme

1: 1.) Et3N, 2.) NaI / 1.) 35 deg C, 10 min, 2.) CH3CN, from 35 deg C to 70 deg C, 2 h 2: 1.) Fe2(CO)9, CO, 2.) BF3*Et2O, 3.) Me3NO*2H2O, NaHCO3 3: 97 percent / H2 / Ra-Ni / ethanol / 8 h / Ambient temperature 4: 87 percent / I2, Ph3P, imidazole / toluene / 4 h / Heating 5: 45 percent / Na, Me3SiCl / diethyl ether / 12 h / Ambient temperature View Scheme

1: 87 percent / I2, Ph3P, imidazole / toluene / 4 h / Heating 2: 45 percent / Na, Me3SiCl / diethyl ether / 12 h / Ambient temperature View Scheme

1: 60 percent / sulfuric acid / H2O / Heating 2: 50 percent / Ba(OH)2*8H2O / 290 - 300 °C View Scheme