The reaction of dimethyl (methylthio) sulfonium trifluoromethanesulfonate (DMTST) with o- allylphenol gave 2-methylthiomethyl-2, 3-dihydrobenzofuran in 97% yield. The reaction of DMTST with N-tosyl-o-isopropenylanilide followed by the addition of aq sodium carbonate afforded N-tosyl-3-methylindole in 88% yield, whereas N-tosyl-o-vinylanilide afforded N- tosylindoline in 85% yield.