copper(l) iodide; cesium fluoride; bis-triphenylphosphine-palladium(II) chloride in N,N-dimethyl-formamide T=60°C; 8 h;

palladium diacetate; caesium carbonate; tri-cyclo-hexyl-phosphine in xylene T=150°C; 24 h;

1: 60 percent / silver(I) nitrate; potassium fluoride / PdCl2(PPh)3 / dimethylsulfoxide / 8 h / 100 °C 2: 81 percent / CuI; CsF / PdCl2(PPh)3 / dimethylformamide / 8 h / 60 °C View Scheme

1.1: BuLi; TMEDA / tetrahydrofuran; hexane / -78 - 20 °C 1.2: 97 percent / tetrahydrofuran; hexane / 15 h / 20 °C 2.1: 55 percent / Cs2CO3; Pd(OAc)2; P(cyclohexyl)3 / xylene / 24 h / 150 °C View Scheme