1.1: potassium phosphate; [Ru(II)(η6-benzene)(μ-Cl)Cl]2; potassium acetate; triphenylphosphine / 1-methyl-pyrrolidin-2-one / 9 h / 110 - 130 °C / Inert atmosphere; Large scale reaction 2.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.75 h / 20 - 62 °C / Inert atmosphere; Large scale reaction 3.1: sodium tetrahydroborate / tetrahydrofuran; water / 17.92 h / 0 - 22 °C / Inert atmosphere; Large scale reaction 3.2: 0 - 20 °C / Inert atmosphere; Large scale reaction View Scheme

1.1: tetrahydrofuran / 0 - 20 °C / Inert atmosphere 2.1: methanesulfonyl chloride; triethylamine / dichloromethane / 0 - 25 °C / Inert atmosphere 3.1: palladium 10 on activated carbon; hydrogen / methanol / 1 h / 25 °C / 760.05 Torr 4.1: iodine; silver sulphate / methanol / 3 h / 25 °C 5.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C / Inert atmosphere 5.2: 3 h / -78 °C / Inert atmosphere 6.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / ethanol; water; benzene / 24 h / Inert atmosphere; Reflux View Scheme

1.1: methanesulfonyl chloride; triethylamine / dichloromethane / 0 - 25 °C / Inert atmosphere 2.1: palladium 10 on activated carbon; hydrogen / methanol / 1 h / 25 °C / 760.05 Torr 3.1: iodine; silver sulphate / methanol / 3 h / 25 °C 4.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C / Inert atmosphere 4.2: 3 h / -78 °C / Inert atmosphere 5.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / ethanol; water; benzene / 24 h / Inert atmosphere; Reflux View Scheme

1.1: tetrahydrofuran / 3.5 h / -10 - 4 °C / Inert atmosphere; Large scale reaction 1.2: -10 - 20 °C / Large scale reaction 2.1: 1,1,3,3-tetramethyldisiloxane; trifluoroacetic acid / 1,2-dichloro-ethane / -20 - -5 °C / Inert atmosphere; Large scale reaction 3.1: potassium phosphate; [Ru(II)(η6-benzene)(μ-Cl)Cl]2; potassium acetate; triphenylphosphine / 1-methyl-pyrrolidin-2-one / 9 h / 110 - 130 °C / Inert atmosphere; Large scale reaction 4.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.75 h / 20 - 62 °C / Inert atmosphere; Large scale reaction 5.1: sodium tetrahydroborate / tetrahydrofuran; water / 17.92 h / 0 - 22 °C / Inert atmosphere; Large scale reaction 5.2: 0 - 20 °C / Inert atmosphere; Large scale reaction View Scheme

1.1: 1,1,3,3-tetramethyldisiloxane; trifluoroacetic acid / 1,2-dichloro-ethane / -20 - -5 °C / Inert atmosphere; Large scale reaction 2.1: potassium phosphate; [Ru(II)(η6-benzene)(μ-Cl)Cl]2; potassium acetate; triphenylphosphine / 1-methyl-pyrrolidin-2-one / 9 h / 110 - 130 °C / Inert atmosphere; Large scale reaction 3.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.75 h / 20 - 62 °C / Inert atmosphere; Large scale reaction 4.1: sodium tetrahydroborate / tetrahydrofuran; water / 17.92 h / 0 - 22 °C / Inert atmosphere; Large scale reaction 4.2: 0 - 20 °C / Inert atmosphere; Large scale reaction View Scheme

1.1: tetrahydrofuran / 4 h / 65 °C 2.1: AlCl3, aluminium chloride / 1,2-dichloro-ethane / 1.17 h / 0 - 10 °C / Inert atmosphere; Large scale reaction 2.2: 0 - 20 °C / Large scale reaction 3.1: tetrahydrofuran / 3.5 h / -10 - 4 °C / Inert atmosphere; Large scale reaction 3.2: -10 - 20 °C / Large scale reaction 4.1: 1,1,3,3-tetramethyldisiloxane; trifluoroacetic acid / 1,2-dichloro-ethane / -20 - -5 °C / Inert atmosphere; Large scale reaction 5.1: potassium phosphate; [Ru(II)(η6-benzene)(μ-Cl)Cl]2; potassium acetate; triphenylphosphine / 1-methyl-pyrrolidin-2-one / 9 h / 110 - 130 °C / Inert atmosphere; Large scale reaction 6.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.75 h / 20 - 62 °C / Inert atmosphere; Large scale reaction 7.1: sodium tetrahydroborate / tetrahydrofuran; water / 17.92 h / 0 - 22 °C / Inert atmosphere; Large scale reaction 7.2: 0 - 20 °C / Inert atmosphere; Large scale reaction View Scheme

1.1: AlCl3, aluminium chloride / 1,2-dichloro-ethane / 1.17 h / 0 - 10 °C / Inert atmosphere; Large scale reaction 1.2: 0 - 20 °C / Large scale reaction 2.1: tetrahydrofuran / 3.5 h / -10 - 4 °C / Inert atmosphere; Large scale reaction 2.2: -10 - 20 °C / Large scale reaction 3.1: 1,1,3,3-tetramethyldisiloxane; trifluoroacetic acid / 1,2-dichloro-ethane / -20 - -5 °C / Inert atmosphere; Large scale reaction 4.1: potassium phosphate; [Ru(II)(η6-benzene)(μ-Cl)Cl]2; potassium acetate; triphenylphosphine / 1-methyl-pyrrolidin-2-one / 9 h / 110 - 130 °C / Inert atmosphere; Large scale reaction 5.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.75 h / 20 - 62 °C / Inert atmosphere; Large scale reaction 6.1: sodium tetrahydroborate / tetrahydrofuran; water / 17.92 h / 0 - 22 °C / Inert atmosphere; Large scale reaction 6.2: 0 - 20 °C / Inert atmosphere; Large scale reaction View Scheme

1.1: hydrogen; hydrogen bromide / 5 palladium on charcoal / water; methanol / 0.25 h / 20 °C / 3102.97 Torr / Inert atmosphere 2.1: n-butyllithium / toluene; hexane; tetrahydrofuran / -80 - -35 °C / Inert atmosphere 2.2: 1 h / 15 - 20 °C / pH 2 3.1: potassium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; tetrahydrofuran / 32 h / 20 - 45 °C / Inert atmosphere View Scheme

1: potassium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; tetrahydrofuran / 32 h / 20 - 45 °C / Inert atmosphere 2: hydrogen / 5 palladium on charcoal / methanol / 20 °C / 1551.49 Torr / Inert atmosphere View Scheme

1.1: palladium 10 on activated carbon; hydrogen / methanol / 1 h / 25 °C / 760.05 Torr 2.1: iodine; silver sulphate / methanol / 3 h / 25 °C 3.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C / Inert atmosphere 3.2: 3 h / -78 °C / Inert atmosphere 4.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / ethanol; water; benzene / 24 h / Inert atmosphere; Reflux View Scheme