trifuran-2-yl-phosphane; potassium carbonate; palladium dichloride in dimethyl sulfoxide T=35°C; 19 h;

1.1: n-BuLi / tetrahydrofuran; hexane / 0.67 h / -78 °C 1.2: 83 percent / tetrahydrofuran; hexane / -78 - 20 °C 2.1: (t-Bu)3P / Pt(1,3-divinyl-1,1,3,3-tetramethyldisiloxane) / hexane / 2 h / 20 °C 3.1: p-toluenesulfonic acid monohydrate / methanol / 20 °C View Scheme

1.1: conc. hydrochloric acid / 20 °C 2.1: n-BuLi / tetrahydrofuran; hexane / 0.67 h / -78 °C 2.2: 83 percent / tetrahydrofuran; hexane / -78 - 20 °C 3.1: (t-Bu)3P / Pt(1,3-divinyl-1,1,3,3-tetramethyldisiloxane) / hexane / 2 h / 20 °C 4.1: p-toluenesulfonic acid monohydrate / methanol / 20 °C View Scheme

bis(1,2-diphenylphosphino)benzene; [Rd(OH)(cod)]2 in toluene T=100°C; 3 h;

bis(η3-allyl-μ-chloropalladium(II)); potassium carbonate; dicyclohexyl(2',6'-diisopropoxy-[1,1'-biphenyl]-2-yl)phosphine in tetrahydrofuran; N,N-dimethyl-formamide T=75°C; 22 h; Inert atmosphere;

bis(η3-allyl-μ-chloropalladium(II)); potassium carbonate; dicyclohexyl(2',6'-diisopropoxy-[1,1'-biphenyl]-2-yl)phosphine in tetrahydrofuran; N,N-dimethyl-formamide T=75°C; 7 h; Inert atmosphere;