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Electrochemical oxidative decarboxylation and 1,2-aryl migration towards the synthesis of 1,2-diaryl ethers

Faxiang Bu, Lijun Lu, Xia Hu, Shengchun Wang, Heng Zhang, Aiwen Lei

2020Chemical Science46 citationsDOIOpen Access PDF

Abstract

Carboxylic acid compounds are important chemicals and are widely present in various natural products. They are not only nucleophiles, but also radical precursors. Classic transition-metal-catalyzed and photochemical decarboxylation have shown their excellent site selectivity in radical chemistry. However, electrochemical decarboxylation with a long history hasn't got enough attention in recent years. In this work, the electrochemical oxidative decarboxylation and 1,2-aryl migration of 3,3-diarylpropionic acids have been introduced to construct C-O bonds with alcohols. Remarkably, this transformation can proceed smoothly without metal catalysts and external oxidants.

Topics & Concepts

DecarboxylationChemistryElectrochemistryArylCarboxylic acidOxidative decarboxylationOxidative phosphorylationOrganic chemistryCombinatorial chemistryCatalysisBiochemistryElectrodePhysical chemistryAlkylRadical Photochemical ReactionsOxidative Organic Chemistry ReactionsSulfur-Based Synthesis Techniques
Electrochemical oxidative decarboxylation and 1,2-aryl migration towards the synthesis of 1,2-diaryl ethers | Litcius