1: With [ReO2I(PPh3)2]; phenyl silane in toluene 4 h; Reflux; 2: With hydrogenchloride in diethyl ether; toluene chemoselective reaction;

hydrogenchloride; hydrogen; palladium 10 on activated carbon in ethanol; water P=760.051 Torr;

1: With tetrafluoroboric acid; iodobenzene; 3-chloro-benzenecarboperoxoic acid in dichloromethane; water T=25°C; Hofmann rearrangement; 48 h; Inert atmosphere; 2: With hydrogenchloride in dichloromethane; water Inert atmosphere;

1: hydroxylamine hydrochloride; sodium acetate / ethanol / 6 h / 20 °C 2: hydrogenchloride; hydrogen / palladium 10 on activated carbon / ethanol; water / 760.05 Torr View Scheme