Oxygen-centered radicals are highly reactive intermediates that serve as key roles in radical-mediated organic transformations.Carbonyloxy radicals, a distinct subset of oxygen-centered radicals, not only exhibit the general reactivity patterns of oxygencentered species, such as hydrogen atom transfer (HAT) and β-scission, but also demonstrate unique behaviors attributed to their electrophilic ester group. We summarizes recent progress in the intermolecular addition of aryl and alkoxy carbonyloxy radicals to alkenes through different precursors of carbonyloxy radicals in this review. These transformations highlight novel esterafication reactions, in which generally alcohols react with carboxylic acids, acyl chlorides, or acid anhydrides. We aim to inspire further exploration into the innovative esterafication reactions enabled by carbonyloxy radical chemistry.

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