dicyclohexyl-carbodiimide in diethyl ether T=25°C;

toluene-4-sulfonic acid 24 h; Ambient temperature;

in diethyl ether

1: With benzeneselenenyl chloride in acetonitrile T=20°C; 20 h; Inert atmosphereMolecular sieve; 2: With N-chloro-succinimide in acetonitrile T=20°C; 48 h; Inert atmosphere;

1: 46.6 percent / Et3N / methanol / Ambient temperature; electrochemical reaction; Pt electrodes 2: 84.9 percent / LiAlH4 / diethyl ether 3: 86.6 percent / pyridine / benzene View Scheme

triethylamine in methanol Ambient temperatureelectrochemical reaction; Pt electrodes;

1: 46.6 percent / Et3N / methanol / Ambient temperature; electrochemical reaction; Pt electrodes 2: 84.9 percent / LiAlH4 / diethyl ether View Scheme

1: 89 percent / TsOH / 24 h / Ambient temperature 2: 93 percent / diisobutylaluminum hydride (DIBAH) / diethyl ether; toluene / 2 h / -20 °C 3: 83 percent / Br2, triphenylphosphine / CCl4 / 1 h / Ambient temperature 4: 1.) Li, ferric chloride, liquid ammonia / 1.) THF, 1 h, 2.) DMSO, -35 deg C, 3 h 5: TsOH, H2O / methanol / 24 h / Ambient temperature View Scheme