1: phenyl-magnesium chloride With C24H52Cl2O12P4Pd2 in tetrahydrofuran; 1,4-dioxane T=20°C; Kumada-Corriu cross-coupling reaction; 0.0833333 h; Inert atmosphere; 2: 2,4-dichloro-phenol in tetrahydrofuran; 1,4-dioxane T=110°C; Kumada-Corriu cross-coupling reaction; 24 h; Inert atmosphere;

potassium phosphate; [(P{(NC5H10)(C6H11)2})2Pd(Cl)2] in toluene T=80°C; Suzuki-Miyaura cross-coupling reaction; 0.5 h; Air;

tetrakis(triphenylphosphine) palladium(0); potassium carbonate in ethanol; water; toluene T=80°C; Suzuki Coupling; Inert atmosphereSonicationReflux;

[(P{(C6H11)3})2Pd(Cl)2] in tetrahydrofuran T=50°C; 24 h; Inert atmosphere;

palladium diacetate; potassium carbonate in water; N,N-dimethyl-formamide T=20°C; Suzuki-Miyaura coupling; 5 h;

1: triethylamine / toluene / 15 h / |Reflux; |Inert atmosphere 2: dimethylsulfide borane complex / dichloromethane / 2 h / 0 °C / |Inert atmosphere 3: toluene / 1 h / 20 °C / |Schlenk technique; |Inert atmosphere 4: toluene; o-di-fluorobenzene / 16 h / 140 °C / |Inert atmosphere 5: potassium hydrogen difluoride / toluene; methanol; water / 2 h / 0 - 20 °C / |Sealed tube; |Schlenk technique; |Cooling; |Inert atmosphere 6: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / toluene; water; ethanol / 80 °C / |Inert atmosphere; |Sonication; |Reflux View Scheme

aluminium trichloride in benzene 1 h; Ambient temperature;

1: pyridine / CH2Cl2 2: 46 percent / AlCl3 / benzene / 1 h / Ambient temperature View Scheme

aluminium trichloride 1 h; Ambient temperature;

methanol; sodium methylate T=180°C;