1: bis-triphenylphosphine-palladium(II) chloride; potassium carbonate / tetrahydrofuran / 20 °C / |Inert atmosphere 2: pyridine; potassium permanganate / water / |Reflux 3: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2 h / 0 °C 4: dichloromethane / 20 °C 5: caesium carbonate; copper(I) thiophene-2-carboxylate; N,N,N',N,-tetramethylethylenediamine / water / 0.17 h / 300 °C / 12929 Torr / |Microwave irradiation 6: boron tribromide / dichloromethane / 0 °C / |Inert atmosphere View Scheme

1.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / 20 °C / Inert atmosphere 2.1: n-butyllithium; N,N,N',N,-tetramethylethylenediamine / tetrahydrofuran / 0.67 h / -78 °C / Inert atmosphere 2.2: 3 h / -78 - 25 °C / Inert atmosphere 3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 26 °C / Inert atmosphere View Scheme

1.1: palladium diacetate; triethylamine / acetonitrile / 24 h / 80 °C / Inert atmosphere 2.1: sodium tetrahydroborate / methanol / 0.5 h / 20 °C / Inert atmosphere 2.2: Inert atmosphere 3.1: palladium diacetate; caesium carbonate; triphenylphosphine / toluene / 24 h / 80 °C / Inert atmosphere View Scheme

1.1: palladium diacetate; triethylamine / acetonitrile / 24 h / 80 °C / Inert atmosphere 2.1: sodium tetrahydroborate / methanol / 0.5 h / 20 °C / Inert atmosphere 2.2: Inert atmosphere 3.1: potassium tert-butylate; palladium diacetate; N-[2'-(dicyclohexylphosphino)-1,1'-biphenyl-2-yl]-N,N-dimethylamine / toluene / 24 h / 80 °C / Inert atmosphere View Scheme