PPA in toluene Rearrangement; Beckmann rearrangement; Heating;

1: 82 percent / LiCl; CuBr2 / Pd(PPh3)4 / dioxane / Heating 2: 95 percent / NaClO2; NaH2PO4; H2O2 / H2O; acetonitrile / 10 °C 3: SOCl2 / CH2Cl2 / 1 h / Heating 4: NaN3 / acetone; H2O / 0.33 h / 0 °C 5: dimethylformamide / 2 h / 110 °C 6: pyridine / 20 °C View Scheme

1: 82 percent / LiCl; CuBr2 / Pd(PPh3)4 / dioxane / Heating 2: 95 percent / NaClO2; NaH2PO4; H2O2 / H2O; acetonitrile / 10 °C 3: SOCl2 / CH2Cl2 / 1 h / Heating 4: NaN3 / acetone; H2O / 0.33 h / 0 °C 5: dimethylformamide / 2 h / 110 °C 6: pyridine / 20 °C View Scheme

1: 92 percent / Na2CO3 / Pd(PPh3)4 / 1,2-dimethoxy-ethane / Heating 2: 95 percent / NaClO2; NaH2PO4; H2O2 / H2O; acetonitrile / 10 °C 3: SOCl2 / CH2Cl2 / 1 h / Heating 4: NaN3 / acetone; H2O / 0.33 h / 0 °C 5: dimethylformamide / 2 h / 110 °C 6: pyridine / 20 °C View Scheme

1: 95 percent / NaClO2; NaH2PO4; H2O2 / H2O; acetonitrile / 10 °C 2: SOCl2 / CH2Cl2 / 1 h / Heating 3: NaN3 / acetone; H2O / 0.33 h / 0 °C 4: dimethylformamide / 2 h / 110 °C 5: pyridine / 20 °C View Scheme

1: NaN3 / acetone; H2O / 0.33 h / 0 °C 2: dimethylformamide / 2 h / 110 °C 3: pyridine / 20 °C View Scheme

1: SOCl2 / CH2Cl2 / 1 h / Heating 2: NaN3 / acetone; H2O / 0.33 h / 0 °C 3: dimethylformamide / 2 h / 110 °C 4: pyridine / 20 °C View Scheme

pyridine T=20°C; Acetylation;