1: silver(I) acetate; palladium dichloride / acetic acid / 16 h / 110 °C 2: sodium tetrahydroborate / methanol / 0.5 h / 0 °C / Inert atmosphere 3: 4-(N,N-dimethlyamino)pyridine; triethylamine / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere 4: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere 5: [2,2']bipyridinyl; lithium aluminium tetrahydride; [Ni0(1,5-cyclooctadiene)2] / tetrahydrofuran / 48 h / 55 °C View Scheme

1: silver(I) acetate; palladium dichloride / acetic acid / 16 h / 110 °C 2: sodium tetrahydroborate / methanol / 0.5 h / 0 °C / Inert atmosphere 3: 4-(N,N-dimethlyamino)pyridine; triethylamine / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere 4: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere View Scheme

in acetic acid T=110°C; 16 h;