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Electrochemical Benzylic C(sp3)–H Acyloxylation

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The development of sustainable C(sp3)–H functionalization methods is of great interest to the pharmaceutical and agrochemical industries. Anodic oxidation is an efficient means of producing benzylic cations that can undergo… Click to show full abstract

The development of sustainable C(sp3)–H functionalization methods is of great interest to the pharmaceutical and agrochemical industries. Anodic oxidation is an efficient means of producing benzylic cations that can undergo subsequent in situ nucleophilic attack to afford functionalized benzylic products. Herein, we demonstrate the suitability of carboxylic acids as nucleophiles to yield benzylic esters. This method employs a series of secondary benzylic substrates and functionalized carboxylic acids and is demonstrated on a gram scale in flow.

Keywords: benzylic sp3; sp3 acyloxylation; sp3; electrochemical benzylic

Journal Title: Organic Letters
Year Published: 2022

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