barium dihydroxide; tetrakis(triphenylphosphine) palladium(0) in ethylene glycol dimethyl ether Suzuki reaction; 16 h; Heating;

tetrabutyl ammonium fluoride; tetrakis(triphenylphosphine) palladium(0) in ethylene glycol dimethyl ether Suzuki reaction; 16 h; Heating;

CsCO3 in dimethyl sulfoxide T=20°C; 3 h;

1: 93 percent / K2CO3; KI / dimethylformamide / 16 h / 60 °C 2: nBuLi / tetrahydrofuran; hexane / -78 °C 3: 1.91 g / H2O 4: 92 percent / aq. Ba(OH)2 / Pd(PPh3)4 / 1,2-dimethoxy-ethane / 16 h / Heating View Scheme

1: nBuLi / tetrahydrofuran; hexane / -78 °C 2: 1.91 g / H2O 3: 92 percent / aq. Ba(OH)2 / Pd(PPh3)4 / 1,2-dimethoxy-ethane / 16 h / Heating View Scheme

1: 30.7 g / NoOH; Na2SO3 / methanol; H2O / 0.25 h / 20 °C 2: 93 percent / K2CO3; KI / dimethylformamide / 16 h / 60 °C 3: nBuLi / tetrahydrofuran; hexane / -78 °C 4: 1.91 g / H2O 5: 92 percent / aq. Ba(OH)2 / Pd(PPh3)4 / 1,2-dimethoxy-ethane / 16 h / Heating View Scheme

1: Br2 2: 30.7 g / NoOH; Na2SO3 / methanol; H2O / 0.25 h / 20 °C 3: 93 percent / K2CO3; KI / dimethylformamide / 16 h / 60 °C 4: nBuLi / tetrahydrofuran; hexane / -78 °C 5: 1.91 g / H2O 6: 92 percent / aq. Ba(OH)2 / Pd(PPh3)4 / 1,2-dimethoxy-ethane / 16 h / Heating View Scheme