One-pot Synthesis of Sulfonylmethyl Phthalides via K2S2O8/DMSO-Mediated Methylenylation/Sulfonylation of Eudesmic Acid with Sulfinates

Abstract

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