bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine in tetrahydrofuran T=20°C; Sonogashira-Castro-Stephens coupling; 1.5 h;

1: 46 percent / H2; HCl / 10 percent Pd-C / ethanol / 24 h / 70 °C / 3102.89 Torr 2: 84 percent / triethylbenzylammonium dichloroiodide; NaHCO3 / methanol; CH2Cl2 / 0.67 h / 0 °C 3: 58 percent / PdCl2(PPh3)2; CuI; Et3N / tetrahydrofuran / 1.5 h / 20 °C View Scheme

1: 84 percent / triethylbenzylammonium dichloroiodide; NaHCO3 / methanol; CH2Cl2 / 0.67 h / 0 °C 2: 58 percent / PdCl2(PPh3)2; CuI; Et3N / tetrahydrofuran / 1.5 h / 20 °C View Scheme