CAN-catalyzed three-component reaction between anilines and alkyl vinyl ethers:: stereoselective synthesis of 2-methyl-1,2,3,4-tetrahydroquinolines and studies on their aromatization

被引：67

作者：

Sridharan, Vellaisamy ^{[1
]}

Avendano, Carmen ^{[1
]}

Menendez, J. Carlos ^{[1
]}

机构：

[1] Univ Complutense Madrid, Fac Farm, Dept Quim Organ & Farmaceut, E-28040 Madrid, Spain

来源：

TETRAHEDRON | 2007年 / 63卷 / 03期

关键词：

D O I：

10.1016/j.tet.2006.11.002

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The CAN-catalyzed reaction between anilines and vinyl ethers at room temperature provides a convenient and efficient access to 4-alkoxy-2-methyl-1,2,3,4-tetrahydroquinolines. This reaction is stereoselective, favouring a cis arrangements for the alkoxy and methyl groups, and involves a three-component process that leaves a molecule of alcohol as the only side product. 2-Methylquinoline derivatives were efficiently prepared from 4-alkoxy-2-methyl-1,2,3,4-tetrahydroquinolines by Pd-C-promoted dehydrogenation. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：673 / 681

页数：9

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