1: sodium hydride / N,N-dimethyl-formamide 2: copper(l) iodide; N-methyl-2-(methylamino)ethylamine; caesium carbonate / tetrahydrofuran / 18 h / 80 °C View Scheme

1: With sodium hydride in N,N-dimethyl-formamide 2: With hydrogenchloride in water; N,N-dimethyl-formamide

1: With thionyl chloride T=-20°C; 0.166667 h; 2: With pyridine T=0°C; 2 h; 3: With ruthenium trichloride; sodium periodate in water T=0°C; 1 h;

1: triethylamine / dichloromethane / 2 h / 20 °C 2: 1H-imidazole; thionyl chloride; triethylamine / dichloromethane / 2 h / 0 - 20 °C 3: sodium periodate; RuCl3 / acetonitrile / 6 h / 0 °C View Scheme