triphenyl-arsane; silver carbonate; palladium dichloride in dimethyl sulfoxide T=150°C; 6 h;

barium dihydroxide; tetrakis(triphenylphosphine) palladium(0) in 1,4-dioxane; water 2 h; Heating;

1: 1,3-dimethoxy benzene With n-butyllithium in tetrahydrofuran; hexane T=-10 - 20°C; 1.5 h; Inert atmosphereSchlenk technique; 2: 1-Bromonaphthalene With Pd-PEPPSI™-IPent in toluene T=20°C; 1 h; Inert atmosphereSchlenk technique; Reagent/catalyst;

1: 1) n-BuLi, 2) Br2 / 1) Et2O, hexane, reflux, 3 h, 2) Et2O, hexane, -50 deg C to room temperature; room temperature, 1 h 2: 92 percent / Pd(PPh3)4, Ba(OH)2*8H2O / dioxane; H2O / 2 h / Heating View Scheme