Glycerol as a recyclable solvent in a microwave-assisted synthesis of disulfides

Abstract

We present here a clean and fast synthesis of organic disulfides starting from thiols using glycerol as solvent under microwave irradiation. This efficient method is general for aromatic, aliphatic, and functionalized thiols, affording the corresponding disulfides in good to excellent yields after easy work up. Glycerol can be easily recovered and utilized for further oxidation reactions.

Glycerol based solvents: synthesis, properties and applications

“…Oxidation of different thiols under microwave irradiation has also been carried out efficiently using glycerol as a solvent. 21 The corresponding disulfides are obtained in good to excellent yields (74-93%) in short reaction times (15 min). Glycerol can be easily recovered by extracting the reaction crude with a mixture of hexane-ethyl acetate 95 : 5, and then reused in subsequent reactions after drying under vacuum (Table 2).…”

Preparation and Characterization of Chitosan by a Novel Deacetylation Approach Using Glycerol as Green Reaction Solvent

“…21 Cabrera et al presented a clean oxidative synthesis of disulfides using glycerol under microwave and found the process could obtain the corresponding products in good yields. 22 In these reactions, glycerol was found to be stable and capable of facilitating the dominant reaction and product isolation. Because of the favorable properties of glycerol as a reaction solvent, this work attempts to evaluate the novel process using glycerol as a reaction solvent for the deacetylation of chitin.…”

“…Perin et al used glycerol as an efficient and recyclable solvent to replace toxic chlorinated organic solvents for the thioacetalization of aldehydes and their results demonstrated that the reaction could proceed readily with satisfied product yields . Cabrera et al presented a clean oxidative synthesis of disulfides using glycerol under microwave and found the process could obtain the corresponding products in good yields . In these reactions, glycerol was found to be stable and capable of facilitating the dominant reaction and product isolation.…”

Glycerol: a solvent and a building block of choice for microwave and ultrasound irradiation procedures

“…6 The reaction was performed at a range of temperatures of up to 120 °C in the presence of either Na2CO3 or Cs2CO3 and furnished the disulfide in excellent yields (Scheme 3). When benzenethiol was reacted with Na2CO3 in glycerol using conventional heating, the product was isolated in a good yield, but in a longer reaction time than the MW-assisted procedure.…”