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Synthesis 2015; 47(13): 1861-1868
DOI: 10.1055/s-0034-1380497
DOI: 10.1055/s-0034-1380497
paper
Ligand-Free Palladium-Catalyzed Hydroxycarbonylation of Aryl Halides under Ambient Conditions: Synthesis of Aromatic Carboxylic Acids and Aromatic Esters
Further Information
Publication History
Received: 16 January 2015
Accepted after revision: 03 March 2015
Publication Date:
30 March 2015 (online)
Abstract
Aryl halides were readily converted into their corresponding aromatic carboxylic acids in high yields with high selectivity by ligand-free palladium-catalyzed hydroxycarbonylation at room temperature and atmospheric pressure. The new method is operationally simple and scalable. In addition, aromatic esters were easily synthesized through one-pot hydroxycarbonylation/alkylation with alkyl halides.
Supporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0034-1380497.
- Supporting Information
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For examples of Pd-catalyzed carbonylation with alkyl formate, see:
For some recent reviews on Pd-catalyzed carbonylations of aryl halides with CO, see:
Other reviews on carbonylation with CO, see:
Seminal examples of hydroxycarbonylation reactions of aryl-X under ambient pressure and in the presence of phosphine ligands, see:
Although two examples of hydroxycarbonylation of aryl iodides at ambient conditions was reported, quite narrow scope of aryl iodide was investigated, see: