Five-membered rings containing oxygen are common and recurring motifs in biologically-active compounds. Therefore, the development of routes to synthesize these ring systems is of great interest.
DMSO is a useful reagent for selective oxidation of primary alcohols to aldehydes. These oxidations generally involve DMSO activation by another species such as dicyclohexylcarbodiimide [Pfitzner-Moffatt oxidation], oxalyl chloride [Swern oxidation] or pyridine sulfur trioxide [Parikh-Doering].
DMSO is known to be a valuable source of a variety of one carbon synthons.1 New work by Tiwari et al. uses DMSO as the one carbon source in an atom-economical and environmentally benign approach to the synthesis of 3-substituted quinolones.2