tetrachloromethane; sulfuric acid; iodine; sodium nitrite T=160 - 170°C;

1.1: copper(l) iodide; 1,10-phenanthroline; caesium carbonate / toluene / 14 h / 110 °C / Inert atmosphere; Sealed tube 2.1: cesium fluoride / N,N-dimethyl-formamide / 1 h / 60 °C / Inert atmosphere 2.2: Inert atmosphere View Scheme

copper(l) iodide in 4-methyl-morpholine T=120°C; 5.5 h;

tetrakis(triphenylphosphine) palladium(0) in N,N-dimethyl-formamide T=80°C; 1.5 h;