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

被引:65
|
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
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.
引用
收藏
页码:2453 / 2456
页数:4
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