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通过炔烃或炔基羧酸与H-膦酸酯的有氧氧化磷酸化反应形成β-酮膦酸酯。

β-ketophosphonate formation via aerobic oxyphosphorylation of alkynes or alkynyl carboxylic acids with H-phosphonates.

作者信息

Zhou Mingxin, Chen Ming, Zhou Yao, Yang Kai, Su Jihu, Du Jiangfeng, Song Qiuling

机构信息

†Institute of Next Generation Matter Transformation, College of Chemical Engineering at Huaqiao University, 668 Jimei Blvd, Xiamen, Fujian 361021, P. R. China.

‡Hefei National Laboratory for Physical Sciences at Microscale, Department of Modern Physics, University of Science and Technology of China, Hefei, Anhui 230026, P. R. China.

出版信息

Org Lett. 2015 Apr 3;17(7):1786-9. doi: 10.1021/acs.orglett.5b00574. Epub 2015 Mar 25.

DOI:10.1021/acs.orglett.5b00574
PMID:25806592
Abstract

A synergistic Cu/Fe-catalyzed aerobic oxyphosphorylation of alkynes or alkynyl carboxylic acids with H-phosphonate is disclosed. The useful β-ketophosphonate products were obtained in good yields under oxygen atmosphere in a novel way. This reaction exhibits a wide substrate scope, and the mechanistic experiments indicate that a radical mechanism forms both C-P and C═O bonds simultaneously. This mechanism contrasts existing aerobic difunctionalization of alkynes.

摘要

公开了一种铜/铁协同催化的炔烃或炔基羧酸与H-膦酸酯的需氧氧膦酰化反应。在氧气氛围下,以一种新颖的方式以良好的产率得到了有用的β-酮膦酸酯产物。该反应具有广泛的底物范围,机理实验表明自由基机理同时形成C-P键和C═O键。这种机理与现有的炔烃需氧双官能化反应不同。

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