乙酰乙酸乙酯与高价二芳基碘鎓盐的无金属芳基化反应：直接合成多种3-芳基-4(1H)-喹诺酮类化合物
Metal-free arylation of ethyl acetoacetate with hypervalent diaryliodonium salts: an immediate access to diverse 3-aryl-4(1H)-quinolones.
作者信息
Monastyrskyi Andrii, Namelikonda Niranjan K, Manetsch Roman
机构信息
Department of Chemistry, University of South Florida, 4202 E Fowler Ave., Tampa, FL 33620, United States.
出版信息
J Org Chem. 2015 Mar 6;80(5):2513-2520. doi: 10.1021/jo5023958. Epub 2015 Feb 24.
Abstract
A clean arylation protocol of ethyl acetoacetate was developed using hypervalent diaryliodonium salts under mild and metal-free conditions. The scope of the reaction, using symmetric and unsymmetric iodonium salts with varying sterics and electronics, was examined. Further, this method has been applied for the synthesis of antimalarial compound ELQ-300, which is currently in preclinical development.
摘要
在温和且无金属的条件下，利用高价二芳基碘鎓盐开发了一种乙酰乙酸乙酯的清洁芳基化方案。研究了该反应的适用范围，使用了具有不同空间位阻和电子效应的对称和不对称碘鎓盐。此外，该方法已应用于抗疟化合物ELQ - 300的合成，该化合物目前正处于临床前开发阶段。
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