Synthesis of new 3-(1-ethylsulfanyl-2-perfluoroalkyl)-5-hydroxy-5-methyl (or 5-phenyl)-1,5-dihydro-pyrrol-2-ones starting from γ-keto thioesters and amines

被引:28
作者
Bouillon, JP
Tinant, B
Nuzillard, JM
Portella, C
机构
[1] Univ Reims, Fac Sci, CNRS, UMR 6519,Lab React Select & Applicat, F-51687 Reims 2, France
[2] Univ Reims, Fac Sci, CNRS, UMR 6013,Lab Pharmacognoise, F-51687 Reims 2, France
[3] Catholic Univ Louvain, Chim Phys & Cristallog Lab, B-1348 Louvain, Belgium
来源
SYNTHESIS-STUTTGART | 2004年 / 05期
关键词
fluorine; nitrogen heterocycles; lactam; pyrrol-3-one;
D O I
10.1055/s-2004-815970
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
gamma-Keto thioesters were easily transformed into alpha,beta-unsaturated lactams using a two-step process (via furans) or by a one-pot reaction. This methodology is general and efficient leading to a varied substitution pattern. The structures of all new heterocycles were assigned using 2D NMR experiments, computer-assisted elucidation, and X-ray diffraction analyses.
引用
收藏
页码:711 / 721
页数:11
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