Route to α-Aryl Phosphonoacetates: Useful Synthetic Precursors in the Horner-Wadsworth-Emmons Olefination

被引：5
|
作者：
VanGelder, Kelsey F. [1 ]
Wang, Melinda [1 ]
Kozlowski, Marisa C. [1 ]
机构：
[1] Univ Penn, Dept Chem, Roy & Diana Vagelos Labs, Philadelphia, PA 19104 USA
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 80卷 / 20期
基金：
美国国家科学基金会; 美国国家卫生研究院;
关键词：
FORMING REDUCTIVE ELIMINATION; STABILIZED CARBANIONS; ARYLATION; ANALOGS; INHIBITORS; COMPLEXES; DISCOVERY; LIGANDS; ESTERS; ACID;
D O I：
10.1021/acs.joc.5b01887
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A versatile and general catalytic strategy has been developed for the alpha-arylation of phosphonoacetates utilizing parallel microscale experimentation. These a-substituted phosphonoacetates are widely useful, notably as substrates in the Horner-Wadsworth-Emmons-type olefinations. However, the current routes to these products involve harsh conditions, limiting the variety of functionality. The reported method can be used with a variety of aryl chlorides and aryl bromides, including several heterocyclic examples.
引用
收藏
页码：10288 / 10293
页数：6
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