hydrogenchloride in acetone T=40°C; 0.5 h;

copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); sodium carbonate in ethanol; benzene Reflux;

1.1: n-butyllithium / tetrahydrofuran / -78 °C 1.2: -78 °C 2.1: palladium 10 on activated carbon; hydrogen / tetrahydrofuran / 24 h 3.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); sodium carbonate / ethanol; benzene / Reflux View Scheme

1: palladium 10 on activated carbon; hydrogen / tetrahydrofuran / 24 h 2: copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); sodium carbonate / ethanol; benzene / Reflux View Scheme

1: potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct; tetrabutylammomium bromide / acetonitrile / 3 h / 80 °C / Inert atmosphere 2: hydrogenchloride / acetone / 0.5 h / 40 °C View Scheme

1: potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct; tetrabutylammomium bromide / acetonitrile / 3 h / 80 °C / Inert atmosphere 2: hydrogenchloride / acetone / 0.5 h / 40 °C View Scheme