Swern oxidation is a well-known powerful method for the oxidation of primary and secondary alcohols to corresponding carbonyl compounds. Accordingly, over the time, a huge number of processes have been developed using modified reactions conditions. Herein, we report a simple protocol for efficient oxidation of benzyl alcohols to corresponding aldehyde or ketone is described. Our new method involves use of commercially available (diethylamino)sulfur trifluoride (DAST) as reagent combined with DMSO as solvent and oxidant. The reaction provided carbonyl compounds in excellent yields with high purity and short reaction times. All the reactions were carried out a in a screw-cap glass vial at ambient temperature without maintaining moisture-free or inert conditions. In all cases, formation of the corresponding carbonyl compounds was observed exclusively without any traces of carboxylic acid as further oxidation product.

Simple metal-free oxidation of benzyl alcohols to aldehydes/ketones mediated by (Diethylamino)sulfur trifluoride (DAST) under DMSO as an oxidant

Macromolecular Chemistry: The Second Century

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ACS Spring 2020 National Meeting & Expo

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.