Base-Promoted Direct Oxyphosphorylation of Alkynes with H-Phosphine Oxides in the Presence of Water,Synlett

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Base-Promoted Direct Oxyphosphorylation of Alkynes with H-Phosphine Oxides in the Presence of Water
Synlett ( IF 1.7 ) Pub Date : 2018-04-13 , DOI: 10.1055/s-0036-1591562
Lei Shi ₁ , Xue Zeng ₁ , Wenwu Zhong ₁ , Tao Tan ₁

Affiliation

We have developed a simple method for the oxyphosphorylation of arylalkynes to give β-keto phosphine oxides without the assistance of any transition metal. An inorganic base promoted the oxyphosphorylation and water played a synergistic role in the formation of various β-keto phosphine oxides. The reaction showed a wide structural scope and broad functional-group tolerance, and it proceeded under mild reaction conditions. This method solved the problem of metal dependence in the oxyphosphorylation of alkynes, providing a potential application in organic chemistry. Control experiments revealed the mechanism of the oxyphosphorylation and the synergistic role played by water in the radical process.

中文翻译：

在水存在下碱促进炔烃与 H-氧化膦的直接氧磷酸化

我们开发了一种简单的方法，用于芳基炔烃的氧磷酸化，以生成 β-酮氧化膦，无需任何过渡金属的帮助。无机碱促进了氧磷酸化，水在各种 β-酮氧化膦的形成中起协同作用。该反应显示出广泛的结构范围和广泛的官能团耐受性，并且在温和的反应条件下进行。该方法解决了炔烃氧磷酸化中金属依赖性的问题，为有机化学提供了潜在的应用。对照实验揭示了氧磷酸化的机制和水在自由基过程中的协同作用。

更新日期：2018-04-13

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