Ambident reactivities of bis(diethylamino)[(methylthio)thiocarbonyl]carbenium salts; reactions at the carbenium carbon atom vs. thiocarbonyl sulfur atom

Article abstract of DOI:10.1016/S0040-4039(97)01073-3

Bis(diethylamino)[(methylthio)thiocarbonyl]carbenium salts (1), a carbenium ion carrying an α-thiocarbonyl group, show ambident reactivities toward a series of nucleophiles. Thus, they reacted with a typically hard nucleophile, hydroxide, at the carbenium