bromine; acetic acid T=20°C; 24.0833 h;

N-bromosuccinmide in N,N-dimethyl-formamide T=80°C; 3 h;

1: With hydrogenchloride; sodium nitrite T=0°C; 0.25 h; 2: With potassium iodide T=0 - 20°C; 16 h; Further stages.;

bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine T=20°C; 10 h; Inert atmosphere;

1: PhMe2SiLi; dimethyl zinc in tetrahydrofuran; hexane T=0°C; 16 h; 2: 4‐bromo‐3‐iodoanisole in tetrahydrofuran; hexane T=0°C; 16 h; Further stages.;

boron dimethyl-trifluoro sulphide in dichloromethane 12 h;

tetrakis(triphenylphosphine) palladium(0); sodium carbonate in toluene Suzuki Coupling; RefluxInert atmosphere;

1.1: palladium diacetate; potassium carbonate; triphenylphosphine / ethylene glycol dimethyl ether; water / 20 °C / Inert atmosphere 1.2: 23 h / Inert atmosphere; Reflux 2.1: (1,2,3,4,5-pentaphenylferrocen-1'-yl)-di-tert-butylphosphine; bis(dibenzylideneacetone)-palladium(0) / tetrahydrofuran / 20 °C / Inert atmosphere 3.1: sodium hydroxide / ethanol; water / 1 h / Reflux 4.1: methanesulfonic acid / 1 h / 50 °C 5.1: pyridine / dichloromethane / 0.17 h / 20 °C 5.2: -78 - 20 °C 6.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere 7.1: methanol; potassium carbonate / tetrahydrofuran / 1 h / 20 °C 8.1: platinum (II) chloride / toluene / 80 °C 9.1: boron tribromide View Scheme

1,1'-bis-(diphenylphosphino)ferrocene; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0) in toluene T=140°C; 18 h;

1: With diethylzinc; 1-tert-butyl-4,4,4-tris(dimethylamino)-2,2-bis[tris(dimethylamino)-phosphoranylidenamino]-2Λ54Λ5-catenadi(phosphazene) in hexane; N,N-dimethyl acetamide T=20°C; 24 h; Inert atmosphere; 2: With chloranil in hexane; N,N-dimethyl acetamide T=20°C; 20 h; Inert atmosphere;