An Efficient Catalyst for Pd-Catalyzed Carbonylation of Aryl Arenesulfonates

Aryl carboxylic esters were synthesized by Pd-catalyzed carbonylation of aryl p-fluorobenzenesulfonates or -tosylates. A unique Josiphos ligand was discovered through high-throughput catalyst screening, which was the key for the successful carbonylation of various substrates. This catalyst is effect...

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Veröffentlicht in:Organic letters 2006-10, Vol.8 (22), p.5161-5164
Hauptverfasser: Cai, Chaoxian, Rivera, Nelo R, Balsells, Jaume, Sidler, Rick R, McWilliams, J. Christopher, Shultz, C. Scott, Sun, Yongkui
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Sprache:eng
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Zusammenfassung:Aryl carboxylic esters were synthesized by Pd-catalyzed carbonylation of aryl p-fluorobenzenesulfonates or -tosylates. A unique Josiphos ligand was discovered through high-throughput catalyst screening, which was the key for the successful carbonylation of various substrates. This catalyst is effective and works well for both electron-rich and electron-poor aryl arenesulfonates. Isolated yields of up to 90% were obtained for aryl p-fluorobenzenesulfonates and -tosylates.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol062208g