A convenient and expeditious synthesis of 3-(N-substituted) aminocoumarins via palladium-catalyzed Buchwald-Hartwig coupling reaction

被引:66
作者
Audisio, Davide [1 ]
Messaoudi, Samir [1 ]
Peyrat, Jean-Francois [1 ]
Brion, Jean-Daniel [1 ]
Alami, Mouad [1 ]
机构
[1] Univ Paris Sud, Fac Pharm, Lab Chim Therapeut, CNRS,BioCIS UMR 8076, F-92296 Chatenay Malabry, France
关键词
palladium; C-N bond coupling reaction; 3-Bromocoumarins; 3-(N-substituted) aminocoumarins;
D O I
10.1016/j.tetlet.2007.07.166
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A convenient protocol for the rapid and efficient synthesis of 3-(N-substituted) aminocoumarins is described. The synthetic route developed involves the Pd-catalyzed C-N coupling reaction from readily available 3-bromocoumarin derivatives in the presence of the catalytic system Pd(OAc)(2)/Xantphos. Under these conditions, a series of nucleophiles including amides, sulfonamides. carbamates and functionalized amines, have been successfully reacted to afford the coupling products in fair to good yields. (C) 2007 Elsevier Ltd. All rights reserved.
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页码:6928 / 6932
页数:5
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