bis-triphenylphosphine-palladium(II) chloride in toluene Stille cross-coupling; Heating;

1: bis(triphenylphosphine)palladium(II) dichloride / toluene / Heating 2: hydrochloric acid / 12 h / Heating View Scheme

in ethanol Heating;

1.1: tetrakis(triphenylphosphine)palladium(0) / 1,2-dimethoxy-ethane / 0.5 h / 20 °C 1.2: 64 percent / Na2CO3 / 1,2-dimethoxy-ethane / 8 h / Heating 2.1: 69 percent / 20 percent H2SO4 / 3 h / Heating 3.1: NaNO2; 37 percent HCl / H2O / 1.5 h / 5 °C 3.2: 47 percent / NaN3; NaOAc / H2O / 1 h / 0 - 5 °C 4.1: 73 percent / 1,2-dichloro-benzene / 1 h / Heating View Scheme