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Rhodium-Catalyzed Direct Oxidative Carbonylation of Aromatic C−H Bond with CO and Alcohols

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journal contribution
posted on 2009-01-21, 00:00 authored by Zheng-Hui Guan, Zhi-Hui Ren, Stephen M. Spinella, Shichao Yu, Yong-Min Liang, Xumu Zhang
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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