1: diethyl ether / Ambient temperature 2: 65 percent / 70 percent HClO4, acetic anhydride / 2 h / 60 °C 3: 33 percent / I2, aq. NH3 / acetonitrile / Ambient temperature; other ring expansion reaction with NaN3 View Scheme

1: NH2OSO3H, NaOH / H2O; diethyl ether / 0.25 h / ice-cooling 2: diethyl ether / Ambient temperature 3: 65 percent / 70 percent HClO4, acetic anhydride / 2 h / 60 °C 4: 33 percent / I2, aq. NH3 / acetonitrile / Ambient temperature; other ring expansion reaction with NaN3 View Scheme

1: 65 percent / 70 percent HClO4, acetic anhydride / 2 h / 60 °C 2: 33 percent / I2, aq. NH3 / acetonitrile / Ambient temperature; other ring expansion reaction with NaN3 View Scheme

1: NaSH / ethanol / 10 h / Heating 2: NH2OSO3H, NaOH / H2O; diethyl ether / 0.25 h / ice-cooling 3: diethyl ether / Ambient temperature 4: 65 percent / 70 percent HClO4, acetic anhydride / 2 h / 60 °C 5: 33 percent / I2, aq. NH3 / acetonitrile / Ambient temperature; other ring expansion reaction with NaN3 View Scheme