1: 45 percent / H2 / 5percent Pd/C / ethanol / 5 h / 2585.7 Torr 2: 86 percent / LiAlH4 / tetrahydrofuran / 2 h / Ambient temperature View Scheme

1: 84 percent / aq. NaOH / ethanol / 1 h / Heating 2: 45 percent / H2 / 5percent Pd/C / ethanol / 5 h / 2585.7 Torr 3: 86 percent / LiAlH4 / tetrahydrofuran / 2 h / Ambient temperature View Scheme

1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 1,1'-bis-(diphenylphosphino)ferrocene; caesium carbonate; Na2S2O3 pentahydrate; tetrabutylammomium bromide / acetonitrile; water / 6 h / 150 °C / |Sealed tube; |Inert atmosphere 2: acetic acid; hydrogen bromide; methoxybenzene / 4 h / 20 °C View Scheme

1.1: pyridine / 5 h / 20 °C 2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h 2.2: 8 h / 80 °C 3.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 1,1'-bis-(diphenylphosphino)ferrocene; caesium carbonate; Na2S2O3 pentahydrate; tetrabutylammomium bromide / acetonitrile; water / 8 h / 150 °C / |Sealed tube; |Inert atmosphere 4.1: acetic acid; hydrogen bromide; methoxybenzene / 4 h / 20 °C View Scheme

1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h 1.2: 8 h / 80 °C 2.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 1,1'-bis-(diphenylphosphino)ferrocene; caesium carbonate; Na2S2O3 pentahydrate; tetrabutylammomium bromide / acetonitrile; water / 8 h / 150 °C / |Sealed tube; |Inert atmosphere 3.1: acetic acid; hydrogen bromide; methoxybenzene / 4 h / 20 °C View Scheme

1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 1,1'-bis-(diphenylphosphino)ferrocene; caesium carbonate; Na2S2O3 pentahydrate; tetrabutylammomium bromide / acetonitrile; water / 8 h / 150 °C / |Sealed tube; |Inert atmosphere 2: acetic acid; hydrogen bromide; methoxybenzene / 4 h / 20 °C View Scheme

1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 1,1'-bis-(diphenylphosphino)ferrocene; caesium carbonate; Na2S2O3 pentahydrate; tetrabutylammomium bromide / acetonitrile; water / 8 h / 150 °C / |Sealed tube; |Inert atmosphere 2: acetic acid; hydrogen bromide; methoxybenzene / 4 h / 20 °C View Scheme

1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 1,1'-bis-(diphenylphosphino)ferrocene; caesium carbonate; Na2S2O3 pentahydrate; tetrabutylammomium bromide / acetonitrile; water / 8 h / 150 °C / |Sealed tube; |Inert atmosphere 2: acetic acid; hydrogen bromide; methoxybenzene / 4 h / 20 °C View Scheme

1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 1,1'-bis-(diphenylphosphino)ferrocene; caesium carbonate; Na2S2O3 pentahydrate; tetrabutylammomium bromide / acetonitrile; water / 8 h / 150 °C / |Sealed tube; |Inert atmosphere 2: acetic acid; hydrogen bromide; methoxybenzene / 4 h / 20 °C View Scheme

1.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 1,1'-bis-(diphenylphosphino)ferrocene; caesium carbonate; Na2S2O3 pentahydrate; tetrabutylammomium bromide / acetonitrile; water / 8 h / 150 °C / |Sealed tube; |Inert atmosphere 2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h 2.2: 8 h / 80 °C 3.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 1,1'-bis-(diphenylphosphino)ferrocene; caesium carbonate; Na2S2O3 pentahydrate; tetrabutylammomium bromide / acetonitrile; water / 8 h / 150 °C / |Sealed tube; |Inert atmosphere 4.1: acetic acid; hydrogen bromide; methoxybenzene / 4 h / 20 °C View Scheme