sodium hydroxide; diphenylphosphoranyl azide; acetic acid; triethylamine Multistep reaction;

1: 98 percent / diphenylphosphoryl azide (DPPA), triethylamine / 0.5 h / 80 °C 2: 81 percent / AcOH / H2O / 1 h / 80 °C View Scheme

sodium hydroxide in ethanol 1 h; Heating;

lithium hydroxide in tetrahydrofuran; water Ambient temperature;

1: 1.) LDA / 1.) THF, hexane, 0 deg C, 30 min, 2.) THF, 1 h 2: 1.5 h / 180 °C 3: 20percent aqueous NaOH / ethanol / 12 h / Heating 4: 86 percent / diethyl ether; methanol; CHCl3 / 0.17 h / 0 °C 5: 86 percent / AcOH, polyphosphoric acid / acetonitrile / 12 h / Ambient temperature 6: 77 percent / NH2OH*HCl, NaOAc / ethanol / 1 h / Heating 7: 51 percent / xylene / 24 h / Heating 8: 95 percent / 10percent aqueous NaOH / ethanol / 1 h / Heating View Scheme

1: pyridine / 12 h / Heating 2: 86 percent / diethyl ether; methanol; CHCl3 / 0.17 h / 0 °C 3: 86 percent / AcOH, polyphosphoric acid / acetonitrile / 12 h / Ambient temperature 4: 77 percent / NH2OH*HCl, NaOAc / ethanol / 1 h / Heating 5: 51 percent / xylene / 24 h / Heating 6: 95 percent / 10percent aqueous NaOH / ethanol / 1 h / Heating View Scheme

1: 86 percent / AcOH, polyphosphoric acid / acetonitrile / 12 h / Ambient temperature 2: 77 percent / NH2OH*HCl, NaOAc / ethanol / 1 h / Heating 3: 51 percent / xylene / 24 h / Heating 4: 95 percent / 10percent aqueous NaOH / ethanol / 1 h / Heating View Scheme

1: 86 percent / diethyl ether; methanol; CHCl3 / 0.17 h / 0 °C 2: 86 percent / AcOH, polyphosphoric acid / acetonitrile / 12 h / Ambient temperature 3: 77 percent / NH2OH*HCl, NaOAc / ethanol / 1 h / Heating 4: 51 percent / xylene / 24 h / Heating 5: 95 percent / 10percent aqueous NaOH / ethanol / 1 h / Heating View Scheme

1: 77 percent / NH2OH*HCl, NaOAc / ethanol / 1 h / Heating 2: 51 percent / xylene / 24 h / Heating 3: 95 percent / 10percent aqueous NaOH / ethanol / 1 h / Heating View Scheme

1: 51 percent / xylene / 24 h / Heating 2: 95 percent / 10percent aqueous NaOH / ethanol / 1 h / Heating View Scheme