tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate in ethylene glycol dimethyl ether; water 2 h; Inert atmosphereReflux;

sodium carbonate; tetrakis(triphenylphosphine) palladium(0) in diethylene glycol dimethyl ether Heating / reflux;

1: With acetic acid T=110 - 120°C; 8 h; 2: With potassium hydroxide T=120°C; pH=11; 18 h;

1: 73 percent / H2SO4 2: 26 percent / Pd(PPh3)4; aq. NaHCO3 / 1,2-dimethoxy-ethane / Heating View Scheme

1: 90 percent / NH2OH*HCl; aq. HCl; Na2SO4 2: 73 percent / H2SO4 3: 26 percent / Pd(PPh3)4; aq. NaHCO3 / 1,2-dimethoxy-ethane / Heating View Scheme

1.1: toluene-4-sulfonic acid / toluene / 5 h / |Reflux 2.1: bis-triphenylphosphine-palladium(II) chloride / ethylene glycol dimethyl ether / 0.25 h / 20 °C / |Inert atmosphere 2.2: Suzuki Coupling / 2 h / |Reflux; |Inert atmosphere 3.1: hydrogenchloride / methanol / 4 h / |Inert atmosphere; |Reflux View Scheme

1.1: bis-triphenylphosphine-palladium(II) chloride / ethylene glycol dimethyl ether / 0.25 h / 20 °C / |Inert atmosphere 1.2: Suzuki Coupling / 2 h / |Reflux; |Inert atmosphere 2.1: hydrogenchloride / methanol / 4 h / |Inert atmosphere; |Reflux View Scheme

sodium hydroxide; dihydrogen peroxide T=50°C; 0.5 h;