A General and Efficient Method for the Selective Synthesis of β-Hydroxy Sulfides and β-Hydroxy Sulfoxides Catalyzed by Gallium(Ⅲ) Triflate

摘要

Gallium(Ⅲ) triflate-catalyzed ring opening of epoxides affords β-hydroxy sulfides with high regioselectivity and chemoselectivity in high yields (84-97%) under solvent-free conditions. Additionally, a simple, efficient, and environmentally benign one-pot procedure for the synthesis of β-hydroxy sulfoxides in sole water has been developed for the first time. The process, promoted by a H_2O_2-Ga(OTf)_3 system, affords β-hydroxy sulfoxides in high yields (81-94%) and high chemoselectivity without any detectable overoxidation to β-hydroxy sulfones. The catalyst could be recovered easily after the reactions and reused without evident loss of activity.