The O₂-Mediated Cross-Dehydrogenative Coupling: Rose Bengal-Catalyzed Direct Oxidative α-Acyloxylation of Ketones

Abstract

A general and facile approach for the direct oxidative α-acyloxylation of ketones using molecular oxygen as the oxidant is developed. This method avoids the use of excessive peroxides and expensive metal catalysts, affording a variety of αacyloxylated ketones in satisfactory yields. Experimental studies indicate that the reaction proceeds via a radical pathway. Additionally, α-hydroxy ketones could be obtained by changing the solvent.

Rose‐Bengal‐Photocatalyzed Cross‐Dehydrogenative Coupling Reactions under Visible Light

“…Zhu et al in 2023 published a general, facile, and metal-free rose bengal photo catalysed direct oxidative α-acyloxylation of ketones via a cross-dehydrogenative approach using aerobic conditions (Scheme 23). [111] Based on experimental studies, it has been determined that α-acyloxy ketones can be generated by using valerophenone and cyclohexane carboxylic acid. The excellent yield of 84 % was achieved by adding bases like sodium carbonate (Na 2 CO 3 ) and DMSO and H 2 O mixture as a solvent in atmospheric oxygen at 50 °C temperature.…”