1: With hydrogenchloride in 1,4-dioxane; dichloromethane T=20°C; 2: With sodium hydrogencarbonate in 1,4-dioxane; dichloromethane; water pH=8;

1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 4 h / 0 - 20 °C / Inert atmosphere 2: iron; acetic acid / ethanol / 1 h / Inert atmosphere; Reflux 3: N-bromosuccinmide / acetonitrile / 0.25 h / 0 °C / Inert atmosphere 4: 4-(N,N-dimethlyamino)pyridine / N,N-dimethyl-formamide / 18 h / 20 °C / Inert atmosphere 5: palladium(II) dichloride bis[bis(diphenylphosphine)ferrocene] dichloromethane; potassium acetate / dimethyl sulfoxide / 12 h / 80 °C / Inert atmosphere 6: hydrogenchloride / 1,4-dioxane; dichloromethane; water / 12 h / 40 °C / Inert atmosphere 7: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / ethylene glycol dimethyl ether; water / 16 h / 87 °C / Inert atmosphere 8: hydrogenchloride / 1,4-dioxane; methanol; water / 1 h / Inert atmosphere View Scheme

1: iron; acetic acid / ethanol / 1 h / Inert atmosphere; Reflux 2: N-bromosuccinmide / acetonitrile / 0.25 h / 0 °C / Inert atmosphere 3: 4-(N,N-dimethlyamino)pyridine / N,N-dimethyl-formamide / 18 h / 20 °C / Inert atmosphere 4: palladium(II) dichloride bis[bis(diphenylphosphine)ferrocene] dichloromethane; potassium acetate / dimethyl sulfoxide / 12 h / 80 °C / Inert atmosphere 5: hydrogenchloride / 1,4-dioxane; dichloromethane; water / 12 h / 40 °C / Inert atmosphere 6: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / ethylene glycol dimethyl ether; water / 16 h / 87 °C / Inert atmosphere 7: hydrogenchloride / 1,4-dioxane; methanol; water / 1 h / Inert atmosphere View Scheme

1: N-bromosuccinmide / acetonitrile / 0.25 h / 0 °C / Inert atmosphere 2: 4-(N,N-dimethlyamino)pyridine / N,N-dimethyl-formamide / 18 h / 20 °C / Inert atmosphere 3: palladium(II) dichloride bis[bis(diphenylphosphine)ferrocene] dichloromethane; potassium acetate / dimethyl sulfoxide / 12 h / 80 °C / Inert atmosphere 4: hydrogenchloride / 1,4-dioxane; dichloromethane; water / 12 h / 40 °C / Inert atmosphere 5: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / ethylene glycol dimethyl ether; water / 16 h / 87 °C / Inert atmosphere 6: hydrogenchloride / 1,4-dioxane; methanol; water / 1 h / Inert atmosphere View Scheme

1: 4-(N,N-dimethlyamino)pyridine / N,N-dimethyl-formamide / 18 h / 20 °C / Inert atmosphere 2: palladium(II) dichloride bis[bis(diphenylphosphine)ferrocene] dichloromethane; potassium acetate / dimethyl sulfoxide / 12 h / 80 °C / Inert atmosphere 3: hydrogenchloride / 1,4-dioxane; dichloromethane; water / 12 h / 40 °C / Inert atmosphere 4: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / ethylene glycol dimethyl ether; water / 16 h / 87 °C / Inert atmosphere 5: hydrogenchloride / 1,4-dioxane; methanol; water / 1 h / Inert atmosphere View Scheme

1: palladium(II) dichloride bis[bis(diphenylphosphine)ferrocene] dichloromethane; potassium acetate / dimethyl sulfoxide / 12 h / 80 °C / Inert atmosphere 2: hydrogenchloride / 1,4-dioxane; dichloromethane; water / 12 h / 40 °C / Inert atmosphere 3: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / ethylene glycol dimethyl ether; water / 16 h / 87 °C / Inert atmosphere 4: hydrogenchloride / 1,4-dioxane; methanol; water / 1 h / Inert atmosphere View Scheme

1: hydrogenchloride / 1,4-dioxane; dichloromethane; water / 12 h / 40 °C / Inert atmosphere 2: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / ethylene glycol dimethyl ether; water / 16 h / 87 °C / Inert atmosphere 3: hydrogenchloride / 1,4-dioxane; methanol; water / 1 h / Inert atmosphere View Scheme

1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / ethylene glycol dimethyl ether; water / 16 h / 87 °C / Inert atmosphere 2: hydrogenchloride / 1,4-dioxane; methanol; water / 1 h / Inert atmosphere View Scheme