1: 80 percent / K2CO3, Cu / 3 h / 200 °C 2: 94 percent / K2CO3 / dimethylformamide / 12 h / Ambient temperature 3: 83 percent / LiAlH4 / tetrahydrofuran / 1 h / 0 °C 4: 50 percent / CrO3, pyridine / CH2Cl2 / 1 h / Ambient temperature View Scheme

1: 80 percent / pyridine / 2 h / Ambient temperature 2: 70 percent / Na2CO3 / ethane-1,2-diol / 0.07 h / 160 °C View Scheme

1: 80 percent / K2CO3, Cu / 3 h / 200 °C 2: 94 percent / K2CO3 / dimethylformamide / 12 h / Ambient temperature 3: 83 percent / LiAlH4 / tetrahydrofuran / 1 h / 0 °C 4: 50 percent / CrO3, pyridine / CH2Cl2 / 1 h / Ambient temperature View Scheme

1: 1.) Mg / 1.) THF, reflux, 2.) THF, reflux, 2 h 2: 31 percent / CrO3, pyridine / CH2Cl2 / 1 h / Ambient temperature 3: 80 percent / NH2OH*HCl, pyridine / ethanol / 0.5 h / Heating 4: 84 percent / NaOH / H2O / 16 h / Heating 5: 1.) CDI / 1.) THF, r.t., 1 h, 2.) THF, light petroleum, 0-5 deg C, 4 h 6: 18 percent / various solvent(s) / 1 h / Heating View Scheme

sodium sulfate; scandium tris(trifluoromethanesulfonate) in N,N-dimethyl-formamide T=100°C; 20 h; Schlenk techniqueInert atmosphereGreen chemistry; Reagent/catalystSolventTemperature;

sodium sulfate; scandium tris(trifluoromethanesulfonate) in N,N-dimethyl-formamide T=100°C; 5 h; Schlenk techniqueInert atmosphereGreen chemistry;

sodium sulfate; scandium tris(trifluoromethanesulfonate) in N,N-dimethyl-formamide T=100°C; 5 h; Schlenk techniqueInert atmosphereGreen chemistry; Time;

1: 86 percent / NH2OH*HCl, pyridine / ethanol / 0.5 h / Heating 2: 91 percent / NaOH / H2O / 16 h / Heating 3: 1.) CDI / 1.) THF, r.t., 1 h, 2.) THF, light petroleum, 0-5 deg C, 4 h 4: 14 percent / various solvent(s) / 1 h / Heating View Scheme

1: 88 percent / pyridine / ethanol / 1 h / Heating 2: 18 percent / 650 °C / 0.01 Torr View Scheme

1: MgSO4 / toluene / 100 °C 2: cesium pivalate / Pd(OAc)2; 1,1-bis(diphenylphosphino)methane / dimethylformamide / 24 h / 100 °C View Scheme