Metal-Free Arylation of Ethyl Acetoacetate with Hypervalent Diaryliodonium Salts: An Immediate Access to Diverse 3-Aryl-4(1H)-Quinolones

被引：51
作者：
Monastyrskyi, Andrii [1 ]
Namelikonda, Niranjan K. [1 ]
Manetsch, Roman [1 ]
机构：
[1] Univ S Florida, Dept Chem, Tampa, FL 33620 USA
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 80卷 / 05期
基金：
美国国家卫生研究院;
关键词：
ONE-POT SYNTHESIS; PALLADIUM-CATALYZED ARYLATION; 2-ARYLACETIC ACID-ESTERS; BETA-KETO-ESTERS; ARYL IODIDES; EFFICIENT; OPTIMIZATION; DERIVATIVES; ANTIMALARIALS; NUCLEOPHILES;
D O I：
10.1021/jo5023958
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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.
引用
收藏
页码：2513 / 2520
页数：8
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