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Organocatalyzed Anodic Oxidation of Aldehydes

Eric E. Finney, Kelli A. Ogawa and Andrew J. Boydston*

*Department of Chemistry, University of Washington, Seattle, Washington 98195, United States, Email: boydstonchem.washington.edu

E. E. Finney, K. A. Ogawa, A. J. Boydston, J. Am. Chem. Soc., 2012, 134, 12374-12377.

DOI: 10.1021/ja304716r (free Supporting Information)


Abstract

A one-pot conversion of aldehydes to esters interfaces N-heterocyclic carbene-based organocatalysis with electro-organic synthesis to achieve direct oxidation of catalytically generated electroactive intermediates. A broad range of aldehyde and alcohol substrates has been converted. Furthermore, the anodic oxidation reactions are very clean, producing only H2 gas as a result of cathodic reduction.

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Key Words

Oxidative Esterifications, Organocatalysis, Green Chemistry


ID: J48-Y2012-2420