Pd-Catalyzed Intramolecular Cyclization–Thiocarbonylation Cascade Using Thioesters

Abstract

AbstractA Pd-catalyzed intramolecular cyclization–thiocarbonylation cascade using thioesters is described. The developed cascade reaction afforded chromane, coumaran, indoline, and oxindole derivatives with a chiral quaternary carbon atom at the benzylic position in high to excellent yields. Relative to those observed in the previously reported relevant cascade using TIPSSPh, the yields with thioesters are almost the same or higher, depending on the substrate. Moreover, the use of thioesters significantly reduces the reaction time to less than one hour. Therefore, AcSPh is advantageous over TIPSSPh in terms of reaction time, atom economy, and cost effectiveness.