Organocatalyzed Anodic Oxidation of Aldehydes

被引：145

作者：

Finney, Eric E. ^{[1
]}

Ogawa, Kelli A. ^{[1
]}

Boydston, Andrew J. ^{[1
]}

机构：

[1] Univ Washington, Dept Chem, Seattle, WA 98195 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2012年 / 134卷 / 30期

关键词：

OLEFIN COUPLING REACTIONS; INTERNAL REDOX REACTION; ONE-POT SYNTHESIS; ELECTROCHEMICAL OXIDATION; CATALYZED OXIDATIONS; UMPOLUNG REACTIONS; SATURATED ESTERS; CONVERSION; INTERMEDIATE; CARBOXYLATES;

D O I：

10.1021/ja304716r

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A method for the catalytic formation of electroauxiliaries and subsequent anodic oxidation has been developed. The process interfaces N-heterocyclic carbene-based organocatalysis with electro-organic synthesis to achieve direct oxidation of catalytically generated electroactive intermediates. We demonstrate the applicability of this method as a one-pot conversion of aldehydes to esters for a broad range of aldehyde and alcohol substrates. Furthermore, the anodic oxidation reactions are very clean, producing only H-2 gas as a result of cathodic reduction.

引用

页码：12374 / 12377

页数：4

共 60 条

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