4-difluoromethylated quinoline synthesis via intramolecular SN2′ reaction of α-trifluoromethylstyrenes bearing imine moieties

被引：21

作者：

Mori, T ^{[1
]}

Ichikawa, J ^{[1
]}

机构：

[1] Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan

来源：

CHEMISTRY LETTERS | 2004年 / 33卷 / 09期

关键词：

D O I：

10.1246/cl.2004.1206

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Intramolecular cyclization of o-methyleneamino-substituted alpha-trifluoromethylstyrenes is promoted by DBU and a catalytic amount of KCN to provide 4-(difluoromethyl)quinolines. The reaction proceeds via (i) the generation of carbon nucleophiles from the imine moieties, (ii) their intramolecular S(N)2' reaction with loss of a fluoride ion, and (iii) subsequent aromatization by alkene isomerization.

引用

页码：1206 / 1207

页数：2

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