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：

美国国家卫生研究院; 美国国家科学基金会;

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

页码：10288 / 10293

页数：6

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