copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); sodium carbonate in methanol; toluene Suzuki coupling; Reflux;

1: 83 percent / copper(I) iodide; sodium carbonate / tetrakis(triphenylphosphane)palladium(0) / benzene; ethanol / 20 h / Heating 2: 80 percent / hydrogen; acetic acid / 10 percent palladium on carbon / tetrahydrofuran / atmospheric pressure View Scheme

sodium carbonate; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) in ethanol; benzene 20 h; Heating;