thionyl chloride 3 h; RefluxInert atmosphere;

1: 89 percent / tri-o-tolylphosphine, Et3N / Pd(II) acetate / acetonitrile / 24 h / 120 °C / 22800 Torr 2: 74 percent / O2, 1,3-propanediol / PdCl2, CuCl / 1,2-dimethoxy-ethane View Scheme

1: With 1,1'-carbonyldiimidazole in N,N-dimethyl-formamide T=20°C; 0.5 h; 2: With (NH4)2CO3 in N,N-dimethyl-formamide

ammonium hydroxide in dichloromethane

1: With dimethylsulfide borane complex in tetrahydrofuran T=0 - 70°C; 2: With hydrogenchloride; water in tetrahydrofuran T=0°C; 0.583333 h; Heating / reflux; 3: With sodium hydrogencarbonate in tetrahydrofuran; water

caesium carbonate; copper(I) bromide in dimethyl sulfoxide T=80°C; 24 h; Inert atmosphereSealed tubeSchlenk technique;