1: 4-(N,N-dimethlyamino)pyridine; triethylamine / tetrahydrofuran / 15 - 30 °C 2: potassium carbonate; triphenylphosphine / dichloro(1,5-cyclooctadiene)ruthenium(II) polymer / 1-methyl-pyrrolidin-2-one / 2 h / 140 °C / Inert atmosphere 3: sodium methylate / methanol / 1.5 h / 20 °C 4: phosphorus tribromide / tetrahydrofuran / 5.5 h / 0 - 20 °C 5: potassium carbonate / isobutyramide / 8 h / -10 - 20 °C / Inert atmosphere 6: trifluoroacetic acid / methoxybenzene / 13 h / 20 - 80 °C / Inert atmosphere View Scheme

1: methanol; sodium methylate / 1.5 h / 20 °C 2: phosphorus tribromide / tetrahydrofuran / 5.5 h / 0 - 20 °C 3: potassium carbonate / N,N-dimethyl acetamide / 8 h / -10 - 20 °C 4: methoxybenzene; trifluoroacetic acid / 13 h / 20 - 80 °C View Scheme

1: phosphorus tribromide / tetrahydrofuran / 5.5 h / 0 - 20 °C 2: potassium carbonate / N,N-dimethyl acetamide / 8 h / -10 - 20 °C 3: methoxybenzene; trifluoroacetic acid / 13 h / 20 - 80 °C View Scheme

1: potassium carbonate / N,N-dimethyl acetamide / 8 h / -10 - 20 °C 2: methoxybenzene; trifluoroacetic acid / 13 h / 20 - 80 °C View Scheme

sodium tetrahydroborate; sodium hydroxide in water T=5 - 20°C; 4.41667 h;