Chemoselective fluorination of 2-hydroxy-3,4,7,8-tetrahydro-2H-chromen-5(6H)-ones using DAST

被引:9
作者
Bonacorso, Helio G. [1 ]
Porte, Liliane M. F. [1 ]
Navarini, Jussara [1 ]
Paim, Gisele R. [1 ]
Luz, Fabio M. [1 ]
Oliveira, Lenon M. [1 ]
Whietan, Carson W. [1 ]
Martins, Marcos A. P. [1 ]
Zanatta, Nilo [1 ]
机构
[1] Univ Fed Santa Maria, Dept Quim, Nucleo Quim Heterociclos NUQUIMHE, BR-97105900 Santa Maria, RS, Brazil
关键词
DIETHYLAMINOSULFUR TRIFLUORIDE; FLUOROORGANIC COMPOUNDS; MEDICINAL CHEMISTRY;
D O I
10.1016/j.tetlet.2011.04.070
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In this study, diethylaminosulfur trifluoride (DAST) was successfully applied in monofluorination reactions of some trifluoromethyl substituted 2-hydroxy-2H-chromenones, employing a general, mild, and efficient methodology. The fluorinated compounds (2-fluoro-2H-chromenones) were synthesized as unique products by a chemoselective reaction in 63-81% yield despite the presence of different reactive sites subjected to reactions with DAST. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3333 / 3335
页数:3
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