Synthesis of 4-perfluoroalkylquinolines

被引：28

作者：

Strekowski, L ^{[1
]}

Lin, SY

Lee, H

Zhang, ZQ

Mason, JC

机构：

[1] Georgia State Univ, Dept Chem, Atlanta, GA 30303 USA

[2] Univ Massachusetts, Dept Pharmacol, Worcester, MA 01605 USA

来源：

TETRAHEDRON | 1998年 / 54卷 / 28期

关键词：

D O I：

10.1016/S0040-4020(98)00440-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

4-(Cn-1F2n-1)-Substituted quinolines (n = 2-4) are obtained by the reaction of 2-(CnF2n+1)-substituted anilines 1 with lithium enolate of acetaldehyde. A similar treatment of 1 with lithium enolates of methyl ketones, the treatment of 1 with lithium phenylacetylide or cyclization of ketimines derived from 1 and aryl methyl ketones furnish the corresponding 2-aryl-4-perfluoroalkylquinolines. The reaction of 1 with lithiated carbonitriles RCH(Li)CN (R = H, alkyl) provides an easy access to 2-amino-4-perfluoroalkyl-3-R-quinolines. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：7947 / 7954

页数：8

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