sodium hydroxide in water 0.5 h; Ambient temperature;

1: With triphenylphosphine in tetrahydrofuran T=20°C; 2: With ammonia in tetrahydrofuran; methanol

1.1: dichloromethane / 1.5 h / 0 °C 2.1: potassium iodide; magnesium chloride / tetrahydrofuran / 1.5 h / 40 °C 2.2: pH 2.5 / Cooling with ice 3.1: 4-(N,N-dimethlyamino)pyridine; N-ethyl-N,N-diisopropylamine / pyridine / 1 h / 0 - 20 °C 4.1: triethylammonium formate; 1,1'-bis(diphenylphosphino)ferrocene / palladium diacetate / N,N-dimethyl-formamide / 8 h / 50 °C / Inert atmosphere 5.1: sodium hydroxide / water / 0.5 h / 30 °C 5.2: pH 7 View Scheme

1.1: 4-(N,N-dimethlyamino)pyridine; N-ethyl-N,N-diisopropylamine / pyridine / 1 h / 0 - 20 °C 2.1: triethylammonium formate; 1,1'-bis(diphenylphosphino)ferrocene / palladium diacetate / N,N-dimethyl-formamide / 8 h / 50 °C / Inert atmosphere 3.1: sodium hydroxide / water / 0.5 h / 30 °C 3.2: pH 7 View Scheme

1.1: potassium iodide; magnesium chloride / tetrahydrofuran / 1.5 h / 40 °C 1.2: pH 2.5 / Cooling with ice 2.1: 4-(N,N-dimethlyamino)pyridine; N-ethyl-N,N-diisopropylamine / pyridine / 1 h / 0 - 20 °C 3.1: triethylammonium formate; 1,1'-bis(diphenylphosphino)ferrocene / palladium diacetate / N,N-dimethyl-formamide / 8 h / 50 °C / Inert atmosphere 4.1: sodium hydroxide / water / 0.5 h / 30 °C 4.2: pH 7 View Scheme

1.1: potassium iodide; magnesium chloride / tetrahydrofuran / 1.5 h / 40 °C 1.2: pH 2.5 / Cooling with ice 2.1: 4-(N,N-dimethlyamino)pyridine; N-ethyl-N,N-diisopropylamine / pyridine / 1 h / 0 - 20 °C 3.1: triethylammonium formate; 1,1'-bis(diphenylphosphino)ferrocene / palladium diacetate / N,N-dimethyl-formamide / 8 h / 50 °C / Inert atmosphere 4.1: triphenylphosphine / tetrahydrofuran / 20 °C View Scheme

1: 4-(N,N-dimethlyamino)pyridine; N-ethyl-N,N-diisopropylamine / pyridine / 1 h / 0 - 20 °C 2: triethylammonium formate; 1,1'-bis(diphenylphosphino)ferrocene / palladium diacetate / N,N-dimethyl-formamide / 8 h / 50 °C / Inert atmosphere 3: triphenylphosphine / tetrahydrofuran / 20 °C View Scheme

1: triethylammonium formate; 1,1'-bis(diphenylphosphino)ferrocene / palladium diacetate / N,N-dimethyl-formamide / 8 h / 50 °C / Inert atmosphere 2: triphenylphosphine / tetrahydrofuran / 20 °C View Scheme

1: 1.) Trimethylsilyl triflate, 4A mol. sieves / 1.) CH2Cl2-Et2O (3:1), -40 deg C than -3 - -5 deg C, 1h; 2.) -15 deg C, 2.5 hrs 2: 0.1 mol dm-3 NaOH / CH2Cl2; methanol / 0.5 h / 0 °C 3: 77 percent / 0.1 mol dm-3 NaOH / H2O / 0.5 h / Ambient temperature View Scheme

1: 1.) Trimethylsilyl triflate, 4A mol. sieves / 1.) CH2Cl2-Et2O (3:1), -40 deg C than -3 - -5 deg C, 1h; 2.) -15 deg C, 2.5 hrs 2: 0.1 mol dm-3 NaOH / CH2Cl2; methanol / 0.5 h / 0 °C 3: 77 percent / 0.1 mol dm-3 NaOH / H2O / 0.5 h / Ambient temperature View Scheme