N-iodo-succinimide in dichloromethane; acetic acid T=20°C; 24 h;

chloro-trimethyl-silane; N,N,N',N,-tetramethylethylenediamine; silver; zinc in tetrahydrofuran T=20°C; 7 h;

1: potassium phosphate; tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 10 h / 90 °C / Inert atmosphere 2: 10 palladium on activated carbon; hydrogen / ethyl acetate / 6 h / 20 °C / 3040.2 Torr 3: caesium carbonate / N,N-dimethyl-formamide / 0 °C / Inert atmosphere View Scheme