Reactivity of Mannich bases. Part XIII. Mechanism of the reaction between aminomethylnaphthols and benzenethiols
Abstract
Replacement of the alkylamino-group by an arylthio-group in some α- and β-naphthol Mannich bases has been studied. Variations in the hydrogen ion concentration, in the alkylamine group, and in the benzenethiol reagent were investigated, and the isotope effect was examined. The results indicate the occurrence of an elimination–addition reaction and an E1cB-type mechanism.