A convenient synthesis and chemical properties of 3-acylamino-6-polyfluoroalkyl-2H-pyran-2-ones

被引：33

作者：

Gerus, II

Tolmachova, NA

Vdovenko, SI

Fröhlich, R

Haufe, G

机构：

[1] NASU, Inst Bioorgan Chem & Petrochem, UA-02094 Kiev, Ukraine

[2] Univ Munster, Inst Organ Chem, D-48149 Munster, Germany

来源：

SYNTHESIS-STUTTGART | 2005年 / 08期

关键词：

enones; heterocycles; 2H-pyran-2-ones; 2H-pyridin-2-ones; aminations; alkylations; trifluoromethyl;

D O I：

10.1055/s-2005-865290

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A number of 3-acylamino-6-polyfluoroalkyl-2H-pyran-2-ones 3 were synthesized from beta-alkoxyvinyl polyfluoroalkyl ketones 1 and N-acylglycines 2 in acetic anhydride in high yield. The reactions of trifluoromethyl-containing 2H-pyran-2-one 3b with O- and N-nucleophiles were studied and 3-N-benzoylamino-6-hydroxy-6-trifluoromethyl-5,6-dihydro-2H-pyran-2-one (13) 3-N-benzoylamino-6-hydroxy-6-trifluoromethyl-5,6-dihydro-2H-pyridin-2-one (14a), and N- and O-substituted 3-(N-benzoylamino)-6-trifluoromethyl-2H-pyridin-2-ones (15c,e, and 16) were synthesized.

引用

收藏

页码：1269 / 1278

页数：10

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