Facile three-component synthesis of substituted quinolines catalyzed by iridium(III) complex

被引：27

作者：

Nakajima, Takayuki ^{[1
]}

Inada, Takashi ^{[1
]}

Igarashi, Takeyuki ^{[1
]}

Sekioka, Tadashi ^{[1
]}

Shimizu, Isao ^{[1
]}

机构：

[1] Waseda Univ, Dept Appl Chem, Grad Sch Sci & Engn, Shinjuku Ku, Tokyo 1698555, Japan

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 2006年 / 79卷 / 12期

关键词：

D O I：

10.1246/bcsj.79.1941

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A convenient and efficient synthesis of Substituted quinolines via a simple one-pot reaction of an aniline, an aromatic aldehyde, and an enolizable aliphatic alclehyde in the presence of the iridium catalyst [IrCl2H(cod)](2) under oxygen as an oxidant was developed. The reaction proceeds with Mannich-type imine formation followed by nucleophilic addition to give beta-amino aldehydes. Dehydrative cyclization takes place to give dihydroquinoline, which is then dehydrogenated by aerobic oxidation to give 2-aryl-3-alkylquinolines. Dialkylquinolines were obtained by the reaction with anilines and aliphatic aldehydes in good yields.

引用

页码：1941 / 1949

页数：9

共 53 条

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