potassium hydroxide in methanol T=20°C;

1: Heating 2: KOH / methanol / 20 °C View Scheme

triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide in tetrahydrofuran T=20°C; Sonogashira Coupling; 2.5 h; Product distribution / selectivity;

1: triethylamine; CuI / Pd(PPh3)2Cl2 / tetrahydrofuran / 2.5 h / 20 °C 2: 56 percent / NaHCO3; MgSO4; KMnO4 / H2O; acetone / 20 °C View Scheme