A series of propargylic alcohol was synthesized by the addition of phenylacetylene to isatin and its N-substituted derivatives for the first time. This reaction involves activation of zinc reagent via coordination with carbonyl substrates that behave "ligand like." The bioactivities on protective effect on the apoplosis of PC12 cells induced by H2O2 and cytotoxicity against lung cancer A549 and P388 cell line of these compounds were investigated, and several compounds showed potent activities.