Facile synthesis of primary amides and ketoamides via a palladium-catalysed carbonylation-deprotection reaction sequence

被引：67

作者：

Takacs, Eszter

Varga, Csilla

Skoda-Foldes, Rita

Kollar, Laszlo

机构：

[1] Univ Pannonia, Inst Chem, Dept Organ Chem, H-8200 Veszprem, Hungary

[2] Univ Pecs, Dept Inorgan Chem, H-7624 Pecs, Hungary

[3] Hungarian Acad Sci, Res Grp Chem Sensors, H-7624 Pecs, Hungary

来源：

TETRAHEDRON LETTERS | 2007年 / 48卷 / 14期

基金：

匈牙利科学研究基金会; 美国国家科学基金会;

关键词：

primary amide; ketoamide; TBDMSOTf; aminocarbonylation;

D O I：

10.1016/j.tetlet.2007.02.043

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Various primary amides and ketoamides have been obtained in good yields in a two-step reaction sequence. The first step involves the synthesis of aryl/alkenyl N-tert-butyl amides and aryl N-tert-butyl ketoamides from the corresponding iodides via palladium-catalysed carbonylation in the presence of -BuNH2 as the nucleophile. Carbonylation was followed by selective cleavage of the t-Bu group using TBDMSOTf as the reagent. (c) 2007 Elsevier Ltd. All rights reserved.

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页码：2453 / 2456

页数：4

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