aluminium trichloride in dichloromethane 5 h; Heating;

1: AlCl3, aluminium chloride / carbon disulfide / 2.5 h / Reflux 2: sodium tetrahydroborate / ethanol / 2 h / 20 °C View Scheme

1: 60 percent / AlCl3 / CH2Cl2 / 5 h / Heating 2: 55 percent / dimethylformamide / 6 h / Heating View Scheme

AlCl3, aluminium chloride in dichloromethane T=0°C; 1 h;

1: AlCl3, aluminium chloride / carbon disulfide / 2.5 h / Reflux 2: sodium tetrahydroborate / ethanol / 2 h / 20 °C 3: tris-imidazolium-stabilized palladium; potassium carbonate / water; toluene / 22 h / 90 °C View Scheme

ammonia in tetrahydrofuran T=0 - 20°C;