NaH-Promoted Transformation of Arylthioureas to Aryl-Isothioureas by S-Allylation and S-Benzylation Reactions

Abstract

A series of 16 substituted aryl-isothioureas were prepared in excellent yields (80–97%) by reacting substituted arylthioureas with allyl bromide or substituted benzyl bromides in the presence of NaH in DMSO at room temperature. The substituent variations on the benzyl reactants had a larger effect on the yields than substituent variations on the allyl reactants. The method provides a facile and convenient preparation of some potentially biologically active compounds.