lithium hexamethyldisilazane in tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide T=-78°C;

lithium hexamethyldisilazane in tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide T=-78°C; 0.5 h;

1: 76 percent / N-bromosuccinimide / CH2Cl2 / 17 h / Heating 2: 93 percent / CF3CO2Ag / H2O / 72 h / Ambient temperature 3: 72 percent / PCC / acetone; CH2Cl2 / 0.5 h 4: 26 percent / LiN(SiMe3)2 / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.5 h / -78 °C View Scheme

1: 72 percent / PCC / acetone; CH2Cl2 / 0.5 h 2: 26 percent / LiN(SiMe3)2 / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.5 h / -78 °C View Scheme

1: 99 percent / SO2, hydroquinone / methanol / 48 h / Ambient temperature 2: 76 percent / N-bromosuccinimide / CH2Cl2 / 17 h / Heating 3: 93 percent / CF3CO2Ag / H2O / 72 h / Ambient temperature 4: 72 percent / PCC / acetone; CH2Cl2 / 0.5 h 5: 26 percent / LiN(SiMe3)2 / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.5 h / -78 °C View Scheme