potassium carbonate in ethylene glycol T=120°C; 4 h;

1: 46 percent / CH2Cl2 / 1 h / -78 °C / Irradiation 2: potassium carbonate / ethane-1,2-diol / 4 h / 120 °C View Scheme

N-bromosuccinmide; 2,2'-azo-bisisobutyronitrile; sodium iodide 1.) carbon tetrachloride, 12 h, reflux, 2.) acetone, 2 h, reflux; Multistep reaction;

1: 86 percent / N-bromosuccinimide / AIBN / CCl4 / 12 h / Heating 2: 92 percent / sodium iodide / acetone / 2 h / Heating 3: 23 percent / VO(acac)2 / benzene / 0.5 h / Ambient temperature View Scheme