Metal-Free Oxidative Esterification of Ketones and Potassium Xanthates: Selective Synthesis of α-Ketoesters and Esters,The Journal of Organic Chemistry

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Metal-Free Oxidative Esterification of Ketones and Potassium Xanthates: Selective Synthesis of α-Ketoesters and Esters
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2020-03-25 , DOI: 10.1021/acs.joc.9b03272
Xianglin Luo ₁ , Runfa He ₁ , Qiang Liu _{1,

2} , Yanping Gao ₁ , Jingqing Li ₁ , Xiuwen Chen ₁ , Zhongzhi Zhu ₁ , Yubing Huang ₁ , Yibiao Li ₁

Affiliation

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.

中文翻译：

酮和黄原酸钾的无金属氧化酯化：α-酮酸酯和酯的选择性合成

在无金属条件下，已开发出一种新颖，有效的氧化酯化方法，用于选择性合成α-酮酸酯和酯。在该方案中，可从市售的酮和黄原酸钾以高收率获得各种α-酮酸酯和酯。机理研究证明，黄原酸钾不仅促进了氧化酯化反应，而且为反应提供了烷氧基部分，该反应涉及C-O键的裂解和重构。

更新日期：2020-04-24

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