Mild, visible light-mediated decarboxylation of aryl carboxylic acids to access aryl radicals

被引：146

作者：

Candish, L. ^{[1
]}

Freitag, M. ^{[1
]}

Gensch, T. ^{[1
]}

Glorius, F. ^{[1
]}

机构：

[1] Westfalische Wilhelms Univ Munster, Organ Chem Inst, Corrensstr 40, D-48149 Munster, Germany

来源：

CHEMICAL SCIENCE | 2017年 / 8卷 / 05期

关键词：

C-H ARYLATION; ELECTRON-DEFICIENT OLEFINS; PHOTOREDOX CATALYSIS; HETEROAROMATIC BASES; OXIDATIVE DECARBOXYLATION; KINETIC CHARACTERISTICS; STABLE AZIDOIODINANES; AROYLOXYL RADICALS; ORGANIC-SYNTHESIS; BENZOIC-ACIDS;

D O I：

10.1039/c6sc05533h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Herein we present the first example of aryl radical formation via the visible light-mediated decarboxylation of aryl carboxylic acids using photoredox catalysis. This method constitutes a mild protocol for the decarboxylation of cheap and abundant aryl carboxylic acids and tolerates both electron-rich substrates and those lacking ortho-substitution. The in situ formation of an acyl hypobromite is proposed to prevent unproductive hydrogen atom abstraction and trapping of the intermediate aroyloxy radical, enabling mild decarboxylation.

引用

页码：3618 / 3622

页数：5

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