Perfluoroalkylation of 2-mercaptoethanol as a key step for a new synthesis of perfluoroalkyl vinyl sulfides, sulfoxides and sulfones

Marc Tordeux (1) , Emmanuel Magnier (1) , Régis Goumont (1) , Karine Magder (1) , Claude Wakselman

1 SIRCOB - Synthèse, interactions et réactivité en chimie organique et bioorganique

We have developed a new method of perfluoroalkylation of thiols, using a mixture of sodium formate/sodium sulfite to generate a sulfoxylate radical anion. This method is compatible with alcoholic functionality and was applied to mercaptoethanol. The obtained compounds were transformed into perfluoroalkyl vinyl sulfides, sulfoxides and sulfones.

Mots clés: Perfluoroalkylation; Sodium formate; Sodium sulfite; Thiols

Domaines: Chimie organique

Marc Tordeux, Emmanuel Magnier, Régis Goumont, Karine Magder, Claude Wakselman. Perfluoroalkylation of 2-mercaptoethanol as a key step for a new synthesis of perfluoroalkyl vinyl sulfides, sulfoxides and sulfones. Journal of Fluorine Chemistry, 2003, 124, pp.55. ⟨10.1016/S0022-1139(03)00170-2⟩. ⟨hal-00094395⟩