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Metal-Free Oxidative Esterification of Ketones and Potassium Xanthates: Selective Synthesis of α-Ketoesters and Esters

作者:Xianglin Luo, Runfa He, Qiang Liu, Yanping Gao, Jingqing Li, Xiuwen Chen, Zhongzhi Zhu, Yubing Huang, Yibiao Li · 发表于:The Journal of Organic Chemistry · 年份:2020 · DOI:10.1021/acs.joc.9b03272 · 被引用次数:22 · 研究领域:Chemical Synthesis and Reactions、Oxidative Organic Chemistry Reactions、Synthesis and Catalytic Reactions

A novel and efficient oxidative esterification for the selective synthesis of α-ketoesters and esters has been developed under metal-free conditions. In the protocol, various α-ketoesters and esters are available in high yields from commercially available ketones and potassium xanthates. Mechanistic studies have proven that potassium xanthate not only promotes oxidative esterification but also provides an alkoxy moiety for the reaction, which involves the cleavage and reconstruction of C-O bonds.