potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in dichloromethane; dimethyl sulfoxide T=80°C;

1.1: potassium carbonate / water; tetrahydrofuran / 2 h / 20 °C 2.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 15.5 h / 90 °C / Inert atmosphere 3.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C 3.2: pH 8 View Scheme

1: 4-(N,N-dimethlyamino)pyridine / acetonitrile / 3 h / 20 °C 2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct; potassium acetate / 1,4-dioxane / 18 h / 100 °C / |Inert atmosphere 3: tris(dibenzylideneacetone)dipalladium(0) chloroform complex; tripotassium phosphate monohydrate; [(t-Bu)3PH]BF4 / 1,4-dioxane; water / 1.5 h / 85 °C / |Inert atmosphere 4: hydrogenchloride / water; ethanol / 5 h / 85 °C / |Inert atmosphere 5: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 4.5 h / 20 °C / |Cooling with ice View Scheme

4-(N,N-dimethlyamino)pyridine; triethylamine in dichloromethane T=0 - 20°C;

acetic anhydride

in tetrahydrofuran T=20°C; 18 h;

1: With 4-(N,N-dimethlyamino)pyridine in dichloromethane; acetonitrile T=20°C; 16 h; 2: With hydrogenchloride in dichloromethane; water; acetonitrile

in di-tert-butyl dicarbonate

N-ethyl-N,N-diisopropylamine in tetrahydrofuran T=20°C; 4 h;

sodium tris(acetoxy)borohydride in acetic acid T=20 - 35°C; 1 h; Product distribution / selectivity;