Synthesis of substituted quinolines by the electrophilic cyclization of n-(2-alkynyl)anilines

被引：111

作者：

Zhang, Xiaoxia ^{[1
]}

Yao, Tuanli ^{[1
]}

Campo, Marino A. ^{[1
]}

Larock, Richard C. ^{[1
]}

机构：

[1] Iowa State Univ, Dept Chem, Ame, IA 50010 USA

来源：

TETRAHEDRON | 2010年 / 66卷 / 06期

关键词：

Substituted quinolines; Electrophilic cyclization; Alkynes; Hg-catalyzed cyclization; CATALYZED CYCLIZATION; COUPLING REACTIONS; O-ALKYNYLPHENOLS; DERIVATIVES; ALKYNES; ISOQUINOLINES; ISOCOUMARINS;

D O I：

10.1016/j.tet.2009.12.012

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A wide variety of substituted quinolines ale readily synthesized under mild reaction conditions by the 6-endo-dig electrophilic cyclization of N-(2-alkynyl)anilines by ICI. I-2,Br-2. PhSeBr, and p-O2NC6H4SCl The reaction affords 3-halogen-. selenium- and sulfur-containing quinolines in moderate to good yields in the presence of various functional groups Analogous quinolines bearing a hydrogen in the 3-position have been synthesized by the Hg(OTf)(2)-catalyzed ring closure of these same alkynylanilines Published by Elsevier Ltd

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页码：1177 / 1187

页数：11

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