The kinetic study of the hydrolysis of phenylvinylsulfone(PVS) shows that carbon-carbon double bond, if there is an electron-withdrawing group next to it, is apt to have a nucleophilic addition reaction named Michael reaction due to inductive and reso...
The kinetic study of the hydrolysis of phenylvinylsulfone(PVS) shows that carbon-carbon double bond, if there is an electron-withdrawing group next to it, is apt to have a nucleophilic addition reaction named Michael reaction due to inductive and resonance effect. To apply this mechanism to the addition reaction between PVS derivatives and benzenethiol the reaction was performed in the presence of alkaline catalysts, and the following nucleophilic adducts were obtained and identified : phenyl-2-phenylthioethylsulfone, p-methylphenyl-2-phenyl-thioethylsulfone, p-nitrophenyl-2-phenylth1oethylsulfone, and p-chlorophenyl-2-phenylthioethyl sulfone.