N,N,N',N,-tetramethylethylenediamine; copper(l) chloride in dichloromethane T=20°C; Hay coupling;

bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide in tetrahydrofuran T=0 - 20°C; Stille coupling; 13 h; Inert atmosphereDarkness;

1.1: AlCl3 / CH2Cl2 / 2 h / -20 - 20 °C 2.1: triphenylphosphine / CH2Cl2 / 0.25 h / 0 °C 2.2: 753 mg / CH2Cl2; hexane / 3 h 3.1: 97 percent / n-butyllithium / hexane / 1 h / -78 - 10 °C 4.1: K2CO3 / tetrahydrofuran; methanol / 1 h 5.1: 6.7 mg / CuCl; TMEDA; O2 / various solvents / 1 h / 20 °C View Scheme