One-pot synthesis of sulfonylmethyl phthalides via K2S2O8/DMSO-mediated methylenylation/sulfonylation of eudesmic acid with sulfinates

Abstract

A K₂S₂O₈/DMSO-mediated one-pot reaction of eudesmic acid with sodium sulfinates was developed for the synthesis of various sulfonylmethyl trioxygenated phthalides via double methylenation and sulfonylation pathways. In this effective reaction, dimethyl sulfoxide was used as both a solvent and a methylene source through the formation of one carbon–sulfur single bond, one carbon–oxygen single bond, and two carbon–carbon single bonds under open-vessel conditions.