toluene-4-sulfonic acid in tetrahydrofuran; methanol T=20°C; 4 h;

triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide in triethylamine T=70°C; 15 h;

1: triethylamine; copper(l) iodide; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 12 h / 80 °C / |Inert atmosphere 2: toluene-4-sulfonic acid / tetrahydrofuran; methanol / 4 h / 20 °C View Scheme

1: triethylamine; copper(l) iodide; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 12 h / 80 °C / |Inert atmosphere 2: toluene-4-sulfonic acid / tetrahydrofuran; methanol / 4 h / 20 °C View Scheme

1: toluene-4-sulfonic acid / dichloromethane / 12 h / 20 °C 2: triethylamine; copper(l) iodide; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 12 h / 80 °C / |Inert atmosphere 3: toluene-4-sulfonic acid / tetrahydrofuran; methanol / 4 h / 20 °C View Scheme

potassium hydroxide in 1,4-dioxane T=120°C; 12 h;