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. 2015 Feb 9;54(7):2265-9.
doi: 10.1002/anie.201408837. Epub 2014 Dec 10.

Metal-Free, room-temperature, radical alkoxycarbonylation of aryldiazonium salts through visible-light photoredox catalysis

Wei Guo  1 , Liang-Qiu Lu, Yue Wang, Ya-Ni Wang, Jia-Rong Chen, Wen-Jing Xiao
Affiliations

Metal-Free, room-temperature, radical alkoxycarbonylation of aryldiazonium salts through visible-light photoredox catalysis

Wei Guo et al. Angew Chem Int Ed Engl. .

Abstract

The first radical alkoxycarboxylation of aryldiazonium salts using CO gas through visible-light-induced photoredox catalysis (16 W blue LEDs) has been developed. This reaction is entirely metal-free, is carried out at room temperature with a low loading of an organic dye as a photocatalyst (0.5 mol %), and provides a wide range of arylcarboxylic acid esters in high yields. Importantly, this photocatalytic system can be successfully extended to other carboxylation reactions.

Keywords: diazo compounds; esters; photocatalysis; radicals; synthetic methods.

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