N-bromosuccinmide; 2,2'-azo-bisisobutyronitrile in tetrachloromethane T=90°C; Bromination; 3 h;

N-bromosuccinmide

1.1: Cd / dimethylformamide / 4 h 1.2: 82 percent / CuCl / dimethylformamide / 12 h / 20 °C 2.1: N-bromosuccinimide / benzene / 1.5 h / Irradiation View Scheme

(diethylamido)sulfur trifluoride Ambient temperature;

1.1: Cd / dimethylformamide / 4 h 1.2: 82 percent / CuCl / dimethylformamide / 12 h / 20 °C 2.1: N-bromosuccinimide / benzene / 1.5 h / Irradiation View Scheme

1: phosphorus tribromide / 3 h / Heating 2: 1.9 g / toluene / 0.67 h / 0 °C 3: 52 percent / (diethylamido)sulfur trifluoride / Ambient temperature View Scheme

1: 1.9 g / toluene / 0.67 h / 0 °C 2: 52 percent / (diethylamido)sulfur trifluoride / Ambient temperature View Scheme

1: N,N,N',N'-tetramethylguanidine / tetrahydrofuran / 1 h / 20 °C / |Inert atmosphere; |Schlenk technique 2: Dess-Martin periodane / dichloromethane / 2 h / 20 °C / |Inert atmosphere; |Schlenk technique 3: dichloromethane / 12 h / 0 - 20 °C / |Inert atmosphere; |Schlenk technique 4: 2,2'-azo-bisisobutyronitrile / tetrachloromethane / 3 h / |Inert atmosphere; |Schlenk technique; |Reflux View Scheme

1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C / |Inert atmosphere; |Schlenk technique 2: dichloromethane / 12 h / 0 - 20 °C / |Inert atmosphere; |Schlenk technique 3: 2,2'-azo-bisisobutyronitrile / tetrachloromethane / 3 h / |Inert atmosphere; |Schlenk technique; |Reflux View Scheme

1: dichloromethane / 12 h / 0 - 20 °C / |Inert atmosphere; |Schlenk technique 2: 2,2'-azo-bisisobutyronitrile / tetrachloromethane / 3 h / |Inert atmosphere; |Schlenk technique; |Reflux View Scheme