Heck-like coupling and Pictet-Spengler reaction for the synthesis of benzothieno[3,2-c]quinolines

被引：107

作者：

David, Emilie ^{[1
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Pellet-Rostaing, Ephane ^{[1
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Lemaire, Marc ^{[1
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]}

机构：

[1] Inst Chim & Biochim Mol & Supramol, Lab Catalyse & Synth Organ, F-69622 Villeurbanne, France

[2] Univ Lyon 1, CNRS, UMR 5246, F-69622 Villeurbanne, France

[3] Univ Lyon, F-69622 Villeurbanne, France

[4] Univ Lyon 1, F-69622 Villeurbanne, France

[5] INSA Lyon, F-69622 Villeurbanne, France

[6] CPE Lyon, F-69622 Villeurbanne, France

来源：

TETRAHEDRON | 2007年 / 63卷 / 36期

关键词：

fused-quinoline; fused-benzo[b]thiophene; Heck reaction; Pictet-Spengler cyclisation; CONVENIENT SYNTHESIS; DERIVATIVES; CYCLIZATION; QUINOLINES; INDOLO<3,2-C>QUINOLINES; ISONEOCRYPTOLEPINE; ISOCRYPTOLEPINE; PYROLYSIS; PYRROLE; SYSTEMS;

D O I：

10.1016/j.tet.2007.05.110

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of 6-arylbenzothieno[3,2-c] quinolines were synthesised in three steps from benzo[b] thiophene. After a selective Heck-type coupling of benzo[b] thiophene with different o-nitroaryl bromides to obtain 2-(o-nitroaryl) benzo[b] thiophenes, corresponding 2-(benzo[ b] thiophen-2-yl) anilines were involved in a Pictet-Spengler reaction to form the quinoline cycle. (C) 2007 Published by Elsevier Ltd.

引用

页码：8999 / 9006

页数：8

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