1: With trifluoroacetic acid in dichloromethane T=0 - 20°C; 3 h; Drying conditions; 2: With sodium hydrogencarbonate

1,4-diaza-bicyclo[2.2.2]octane; Wilkinson's catalyst in ethanol; water; acetonitrile T=70°C; 16 h;

1: 94 percent / Et3N / CHCl3 / 5.5 h / -15 °C 2: 87 percent / (Ph3P)3RhCl, triethylenediamine / acetonitrile; H2O; ethanol / 16 h / 70 °C View Scheme

1: potassium carbonate 2: ammonia / methanol 3: potassium hydroxide; bromine 4: triethylamine 5: 10 Pb/C; lead; carbon; hydrogen View Scheme

1: ammonia / methanol 2: potassium hydroxide; bromine 3: triethylamine 4: 10 Pb/C; lead; carbon; hydrogen View Scheme

1: sodium amide / paraffin / 12 h / 180 - 250 °C / Inert atmosphere 2: sodium hydrogencarbonate / water 3: tetrahydrofuran; methanol / 3 h / 50 °C 4: triethylamine / dichloromethane / 1 h / 20 °C / Inert atmosphere 5: trifluoroacetic acid / dichloromethane / 3 h / 0 - 20 °C / Drying conditions View Scheme

lead; 10 Pb/C; hydrogen; carbon

1: potassium hydroxide; bromine 2: triethylamine 3: 10 Pb/C; lead; carbon; hydrogen View Scheme