Heterogeneous Suzuki-Miyaura coupling of heteroaryl ester via chemoselective C(acyl)-O bond activation

A site-selective supported palladium nanoparticle catalyzed Suzuki-Miyaura cross-coupling reaction with heteroaryl esters and arylboronic acids as coupling partners was developed. This methodology provides a heterogeneous catalytic route for aryl ketone formation C(acyl)-O bond activation of esters...

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Bibliographic Details
Published inRSC advances Vol. 9; no. 30; pp. 17266 - 17272
Main Authors Ma, Hongpeng, Bai, Chaolumen, Bao, Yong-Sheng
Format Journal Article
LanguageEnglish
Published England Royal Society of Chemistry 03.06.2019
The Royal Society of Chemistry
Subjects
Aromatic compounds
Catalysis
Catalysts
Chemical reactions
Chemistry
Cross coupling
Esters
Nanoparticles
NMR
Nuclear magnetic resonance
Palladium
X ray photoelectron spectroscopy
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Summary:A site-selective supported palladium nanoparticle catalyzed Suzuki-Miyaura cross-coupling reaction with heteroaryl esters and arylboronic acids as coupling partners was developed. This methodology provides a heterogeneous catalytic route for aryl ketone formation C(acyl)-O bond activation of esters by successful suppression of the undesired decarbonylation phenomenon. The catalyst can be reused and shows high activity after eight cycles. The XPS analysis of the catalyst before and after the reaction suggested that the reaction might be performed a Pd /Pd catalytic cycle that began with Pd .
Bibliography:ObjectType-Article-1
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ISSN:2046-2069
2046-2069
DOI:10.1039/c9ra02394a