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Electrochemical Synthesis of β-Functionalized Ketones via Ring-Opening of Cycloalkanols.

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The electrochemical deconstructive functionalization of cycloalkanols with nucleophiles has been studied, which allows functionalization to occur exclusively at the β-position of ketones. The substrate scope includes a wide range of… Click to show full abstract

The electrochemical deconstructive functionalization of cycloalkanols with nucleophiles has been studied, which allows functionalization to occur exclusively at the β-position of ketones. The substrate scope includes a wide range of cycloalkanols as well as diverse N, O, C, and P-centered nucleophiles, providing ready access to β-functionalized ketones as products. Mechanistic studies support the generation of α,β-unsaturated ketones as key intermediates followed by Michael addition with nucleophiles.

Keywords: electrochemical synthesis; synthesis functionalized; ketones via; functionalized ketones; via ring; ring opening

Journal Title: Organic letters
Year Published: 2022

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