N-bromosuccinmide in toluene T=60°C; 1 h;

1: palladium diacetate; boron trifluoride diethyl etherate; tert.-butylhydroperoxide; water / dimethyl sulfoxide; 1,4-dioxane / 130 °C 2: hydrogenchloride; water / dimethyl sulfoxide; 1,4-dioxane / 6 h / 100 °C View Scheme

dipotassium peroxodisulfate; 1,10-phenanthroline; palladium diacetate in dimethyl sulfoxide; toluene T=120°C; 24 h; air; chemoselective reaction;