HOTf-Catalyzed, Solvent-Free Oxyarylation of Ynol Ethers and Thioethers

A novel HOTf-catalyzed oxyarylation of ynol ethers and thioethers has been realized with aryl sulfoxides as the oxyarylating reagents, providing α-arylated esters or thioesters in good to excellent yields. Notably, all atoms of the starting materials were incorporated in the product (100% atom econo...

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Bibliographic Details
Published in:Journal of organic chemistry 2016-06, Vol.81 (11), p.4861-4868
Main Authors: Hu, Liang, Gui, Qingwen, Chen, Xiang, Tan, Ze, Zhu, Gangguo
Format: Article
Language:English
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Summary:A novel HOTf-catalyzed oxyarylation of ynol ethers and thioethers has been realized with aryl sulfoxides as the oxyarylating reagents, providing α-arylated esters or thioesters in good to excellent yields. Notably, all atoms of the starting materials were incorporated in the product (100% atom economy) and the reaction proceeded under very mild conditions. It was found that the reaction can be ran under air and that the best yields are obtained under solvent-free conditions.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.6b00535