Selective synthesis of thioethers in the presence of a transition-metal-free solid Lewis acid

Beilstein J Org Chem. 2016 Dec 6:12:2627-2635. doi: 10.3762/bjoc.12.259. eCollection 2016.

Abstract

The synthesis of thioethers starting from alcohols and thiols in the presence of amorphous solid acid catalysts is reported. A silica alumina catalyst with a very low content in alumina gave excellent results in terms of both activity and selectivity also under solvent-free conditions. The reaction rate follows the electron density of the carbinol atom in the substrate alcohol and yields up to 99% and can be obtained for a wide range of substrates under mild reaction conditions.

Keywords: S-alkylation; no solvent; solid acids; thioethers; transition-metal-free.