A facile synthesis of N-[2-(trifluoromethyl)allyl]amides and their transformation into angularly trifluoromethylated bicyclic cyclopentenones

被引：12
|
作者：
Nadano, Ryo [1 ]
Ichikawa, Junji [1 ]
机构：
[1] Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
来源：
CHEMISTRY LETTERS | 2007年 / 36卷 / 01期
关键词：
D O I：
10.1246/cl.2007.22
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
On treatment with sec-BuLi at -105 degrees C, 2-bromo-3,3,3-trifluoropropene undergoes rapid lithium-halogen exchange to generate thermally unstable 1-(trifluoromethyl)vinyllithium, which reacts with N-tosylimines to afford N-[2-(trifluoromethyl)allyl]amides in high yield. Propargylation of the amides, followed by the Pauson-Khand reaction, readily provides pyrrolidine ring-fused cyclopentenones with an angular trifluoromethyl group.
引用
收藏
页码：22 / 23
页数：2
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