hydrogen; palladium 10 on activated carbon in methanol T=20°C; 3 h; Product distribution / selectivity;

1: With boron tribromide in 1,2-dichloro-ethane 0.5 h; Heating / reflux; 2: With methanol in 1,2-dichloro-ethane T=0°C; 3: With ammonia in methanol T=0°C; Product distribution / selectivity;

pyridine T=20°C; 0.5 h; Product distribution / selectivity;

1.1: pyridine / dichloromethane / 0.5 h / 20 °C / Cooling with ice 2.1: AlCl3, aluminium chloride / 1,2-dichloro-ethane / 2 h / 70 °C / Cooling with ice; Inert atmosphere 2.2: 1 h / 20 °C / Cooling with ice View Scheme

triphenylphosphine; diethylazodicarboxylate in N,N-dimethyl-formamide; toluene T=0 - 20°C; 2 h;