hydrogen; palladium 10 on activated carbon in ethanol; ethyl acetate T=50°C; P=3040.2 Torr; 4 h;

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 72 h / 40 °C 2: sodium methylate / ethanol / 1 h / 20 °C 3: sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / toluene; water / 2 h / Reflux 4: triethylamine / toluene; acetonitrile / 18 h / Reflux 5: hydrogen / palladium 10 on activated carbon / ethyl acetate; ethanol / 4 h / 50 °C / 3040.2 Torr View Scheme

1: sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / toluene; water / 2 h / Reflux 2: triethylamine / toluene; acetonitrile / 18 h / Reflux 3: hydrogen / palladium 10 on activated carbon / ethyl acetate; ethanol / 4 h / 50 °C / 3040.2 Torr View Scheme

1: caesium carbonate / N,N-dimethyl-formamide / 3 h / 20 °C 2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 72 h / 40 °C 3: sodium methylate / ethanol / 1 h / 20 °C 4: sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / toluene; water / 2 h / Reflux 5: triethylamine / toluene; acetonitrile / 18 h / Reflux 6: hydrogen / palladium 10 on activated carbon / ethyl acetate; ethanol / 4 h / 50 °C / 3040.2 Torr View Scheme

1.1: triethylamine / ethanol; acetonitrile / 16 h / 22 °C 2.1: N-bromosuccinmide / N,N-dimethyl-formamide / 16 h / 75 °C 3.1: palladium(II) dichloride bis[bis(diphenylphosphine)ferrocene]; caesium acetate / 1,4-dioxane / 1.67 h / 80 °C 4.1: 1,4-dioxane; cyclohexene / 0.25 h / 50 °C / |Inert atmosphere 4.2: 2 h / 22 - 80 °C / |Inert atmosphere View Scheme

1.1: triethylamine / ethanol; acetonitrile / 16 h / 22 °C 2.1: N-bromosuccinmide / N,N-dimethyl-formamide / 16 h / 75 °C 3.1: palladium(II) dichloride bis[bis(diphenylphosphine)ferrocene]; caesium acetate / 1,4-dioxane / 1.67 h / 80 °C 4.1: 1,4-dioxane; cyclohexene / 0.25 h / 50 °C / |Inert atmosphere 4.2: 2 h / 22 - 80 °C / |Inert atmosphere View Scheme

1.1: N-bromosuccinmide / N,N-dimethyl-formamide / 16 h / 75 °C 2.1: palladium(II) dichloride bis[bis(diphenylphosphine)ferrocene]; caesium acetate / 1,4-dioxane / 1.67 h / 80 °C 3.1: 1,4-dioxane; cyclohexene / 0.25 h / 50 °C / |Inert atmosphere 3.2: 2 h / 22 - 80 °C / |Inert atmosphere View Scheme

1.1: palladium(II) dichloride bis[bis(diphenylphosphine)ferrocene]; caesium acetate / 1,4-dioxane / 1.67 h / 80 °C 2.1: 1,4-dioxane; cyclohexene / 0.25 h / 50 °C / |Inert atmosphere 2.2: 2 h / 22 - 80 °C / |Inert atmosphere View Scheme