1: With pyridine; trifluoromethylsulfonic anhydride in acetonitrile T=20 - 40°C; 2 h; 2: With hydrogenchloride; sodium iodide in water; acetonitrile T=20°C; 12.1667 h; 3: With sodium hydroxide in water; toluene; acetonitrile T=5°C; pH=10;

copper(l) iodide; 1,10-phenanthroline; potassium iodide in methanol; water T=80°C; 1 h; High pressure;

1: bis(η4-1,5-cyclooctadiene)-di-μ-methoxy-diiridium(I); dtbpy / tetrahydrofuran / 24 h / 80 °C / |High pressure; |Inert atmosphere 2: 1,10-phenanthroline; copper(l) iodide; potassium iodide / methanol; water / 1 h / 80 °C / |High pressure View Scheme

trimethylstannylsodium; iodine 1.) DME, 3 h, cooling 2.) CHCl3, 15 min, room temp.; Yield given. Multistep reaction;

potassium iodide Diazotization;

zinc; tetrakis(triphenylphosphine) palladium(0) 1) THF, r.t., 5 h, 2) r.t., 51 h; Yield given. Multistep reaction;

1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / 3 h / 75 °C / Inert atmosphere 2: potassium carbonate / methanol / 2 h View Scheme