tris(dibenzylideneacetone)dipalladium(0) chloroform complex; 1,1'-bis-(diphenylphosphino)ferrocene in ethylene glycol dimethyl ether; n-heptane T=85°C; 3 h;

bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; anhydrous potassium trimethylsilanolate in ethylene glycol dimethyl ether T=20°C; Sonogashira coupling; 24 h;

copper(l) iodide; potassium carbonate; triphenylphosphine in polyethylene glycol 600; water T=120°C; Sonogashira coupling; 0.833333 h; Sealed tubeMicrowave irradiation;

C16H14N2O4Pd; silver(l) oxide in dichloromethane T=20°C; 12 h;

1: 94 percent / n-BuLi / diethyl ether; hexane / 2 h / -75 - 20 °C 2: 84 percent / H2O; [RuCl2(p-cymene)]2 / acetonitrile / 0.17 h / 20 °C 3: 93 percent / potassium trimethylsilanolate; PdCl2(PPh3)2; CuI / 1,2-dimethoxy-ethane / 24 h / 20 °C View Scheme

1: 84 percent / H2O; [RuCl2(p-cymene)]2 / acetonitrile / 0.17 h / 20 °C 2: 93 percent / potassium trimethylsilanolate; PdCl2(PPh3)2; CuI / 1,2-dimethoxy-ethane / 24 h / 20 °C View Scheme