Reductive α-substitution of sulfoxides with grignard reagents promoted by a magnesium amide

Article abstract of DOI:10.1246/bcsj.69.441

The reactions of sulfoxides bearing α-hydrogen(s) (RSOCHR¹R²: R-alkyl or aryl; R¹, R² = H, alkyl, or aryl) with Grignard reagents (R³MgBr: R³ = Et, Ph, or vinyl) in the presence of the diisopropylaminomagnesium reagent, generated in situ by the treatment of diisopropylamine with the appropriate Grignard reagents in diethyl ether, have resulted in the formation of the corresponding sulfides (RSCR¹R²R³) in moderate to good isolated yields.