Issue 21, 2016

Iron-catalyzed carbonylation of aryl halides with arylborons using stoichiometric chloroform as the carbon monoxide source

Abstract

A general iron-catalyzed carbonylative Suzuki–Miyaura coupling of aryl halides with arylborons is reported, using stoichiometric CHCl3 as the CO source. The high efficiency, economy, selectivity, and operational simplicity of this transformation make this method a valuable tool in organic synthesis. Importantly, the presented strategy allows effective 13C labeling simply by using the commercially available 13C-labeled CHCl3. On the basis of the initial mechanistic exploration, an aryl radical intermediate is proposed in the present carbonylation process.

Graphical abstract: Iron-catalyzed carbonylation of aryl halides with arylborons using stoichiometric chloroform as the carbon monoxide source

Supplementary files

Article information

Article type
Communication
Submitted
03 Aug 2016
Accepted
20 Sep 2016
First published
21 Sep 2016

Green Chem., 2016,18, 5782-5787

Iron-catalyzed carbonylation of aryl halides with arylborons using stoichiometric chloroform as the carbon monoxide source

H. Zhao, H. Du, X. Yuan, T. Wang and W. Han, Green Chem., 2016, 18, 5782 DOI: 10.1039/C6GC02158A

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