1: benzoyl chloride; phenylacetylene With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride in tetrahydrofuran T=20°C; Sonogashira coupling reaction; 2 h; 2: 1-[(ethoxycarbonyl)methyl]pyridinium bromide in tetrahydrofuran T=20°C; 14 h;

potassium carbonate in tetrahydrofuran Ambient temperature;

1.1: acetone / 3 h / 20 °C 2.1: CuI; Et3N / Pd(PPh3)2Cl2 / tetrahydrofuran / 2 h / 20 °C 2.2: 55 percent / tetrahydrofuran / 14 h / 20 °C View Scheme