Rhodium-Catalyzed Direct Oxidative Carbonylation of Aromatic C−H Bond with CO and Alcohols
A general protocol for the rhodium-catalyzed oxidative carbonylation of arenes to form esters has been developed. A broad substrate scope has been demonstrated allowing carbonylation of electron-rich, electron-poor, and heterocyclic arenes, and the reaction shows wide functional group tolerance and...
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Veröffentlicht in: | Journal of the American Chemical Society 2009-01, Vol.131 (2), p.729-733 |
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Hauptverfasser: | , , , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | A general protocol for the rhodium-catalyzed oxidative carbonylation of arenes to form esters has been developed. A broad substrate scope has been demonstrated allowing carbonylation of electron-rich, electron-poor, and heterocyclic arenes, and the reaction shows wide functional group tolerance and excellent regioselectivities. Up to 96% yield of ortho-substituted aryl or heteroaryl carboxylic esters were obtained with this methodology. The possible mechanism for the rhodium-catalyzed oxidative carbonylation reaction was proposed in this article. Studies show that Oxone play an important role in the transformation. |
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ISSN: | 0002-7863 1520-5126 |
DOI: | 10.1021/ja807167y |