Arylthiation of Cyclohexanone Morpholine Enamine with Aryl Benzenethiosulfonates

Abstract

Sulfenylation of the nucleophilic β-carbon atom of 1-morpholino-1-cyclohexene with several thiosulfonates was attempted. Among these thiosulfonates, the reaction with alkyl alkanethiosulfonates and aralkyl benzenethiosulfonates were unsuccessful, but aryl benzenethiosulfonates in which an electron withdrawing group was substituted in the ortho or para position of the aryl group successfully reacted with 1-morpholino-1-cyclohexene to give the corresponding arylthio derivatives.