tris(dibenzylideneacetone)dipalladium(0) chloroform complex; triphenyl-arsane in N,N-dimethyl-formamide T=20°C; Stille Cross-Coupling (Migita-Kosugi-Stille Coupling); 16 h; Inert atmosphere;

tetrakis(triphenylphosphine) palladium(0); potassium carbonate in ethanol; water; toluene T=95°C; Suzuki Coupling; P=760.051 Torr; 16 h; Inert atmosphere;

1.1: n-butyllithium / diethyl ether; pentane / 3.5 h / -40 - 0 °C / |Inert atmosphere 1.2: 6 h / -78 - 0 °C / |Inert atmosphere 2.1: 2,6-dimethylpyridine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / 20 °C / |Inert atmosphere 2.2: 0.5 h / 20 °C / |Inert atmosphere 3.1: tris(dibenzylideneacetone)dipalladium(0) chloroform complex; triphenyl-arsane / N,N-dimethyl-formamide / 16 h / 20 °C / |Inert atmosphere View Scheme

1.1: 2,6-dimethylpyridine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / 20 °C / |Inert atmosphere 1.2: 0.5 h / 20 °C / |Inert atmosphere 2.1: tris(dibenzylideneacetone)dipalladium(0) chloroform complex; triphenyl-arsane / N,N-dimethyl-formamide / 16 h / 20 °C / |Inert atmosphere View Scheme

1: triethylamine; 4-(N,N-dimethlyamino)pyridine / dichloromethane / 24 h / 20 °C / |Inert atmosphere 2: copper diacetate; acetic acid; manganese(IV) oxide / N,N-dimethyl-formamide / 1 h / 200 °C / |Microwave irradiation; |Sealed tube View Scheme