A versatile synthesis of fluorinated uracils in solution and on solid-phase

被引:38
|
作者
Fustero, S [1 ]
Piera, J [1 ]
Sanz-Cervera, JF [1 ]
Catalán, S [1 ]
de Arellano, CR [1 ]
机构
[1] Univ Valencia, Dept Quim Organ, E-46100 Burjassot, Spain
关键词
D O I
10.1021/ol049668z
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient and convenient two-step synthesis of new fluorinated uracils is described. The first step involves the condensation of an ester enolate with a fluorinated nitrile to furnish fluorinated beta-enamino esters. In turn, these compounds react with organic isocyanates or isothiocyanates to give C-6 fluorinated uracils or thiouracils, respectively, in excellent yields. This synthesis has been successfully adapted to solid-phase conditions with high diversity, thereby facilitating the creation of small (thio)uracil libraries.
引用
收藏
页码:1417 / 1420
页数:4
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