2,2'-azo-bisisobutyronitrile; tri-n-butyl-tin hydride in toluene 0.75 h; Heating;

tetra-(n-butyl)ammonium iodide; sodium hydride in N,N-dimethyl-formamide Inert atmosphere;

1: tetrahydrofuran / 22 °C 2: 82 percent / tri-n-butyltin hydride, azobisisobutyronitrile / toluene / 0.75 h / Heating View Scheme

1: With [2,2']bipyridinyl; trimethylsilyl trifluoromethanesulfonate in dichloromethane T=0°C; 0.5 h; Inert atmosphere; 2: With hydrogenchloride; water in diethyl ether T=20°C; 1.5 h;