Manganese(III) Acetate Mediated Oxidative Radical Cyclizations of N-(2-Alkenylaryl)-Substituted Enamines

被引：18

作者：

Tsai, Pei-Ju ^{[1
]}

Kao, Chih-Bo ^{[1
]}

Chiow, Wan-Ru ^{[1
]}

Chuang, Che-Ping ^{[1
]}

机构：

[1] Natl Cheng Kung Univ, Dept Chem, Tainan 70101, Taiwan

来源：

SYNTHESIS-STUTTGART | 2014年 / 46卷 / 02期

关键词：

manganese(III) acetate; oxidative; free radical; enamines; quinolines; INDIRECT FRIEDLANDER SYNTHESIS; CERIUM(IV) AMMONIUM-NITRATE; SUBSTITUTED QUINOLINES; POLYSUBSTITUTED QUINOLINES; BIOLOGICAL EVALUATION; EFFICIENT SYNTHESIS; CARBONYL-COMPOUNDS; ORGANIC-SYNTHESIS; CHAIN REACTIONS; ACID;

D O I：

10.1055/s-0033-1338561

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A method has been developed for the synthesis of highly functionalized quinolines from readily available N-(2-alkenylaryl)substituted enamines via a 6-exo-trig radical cyclization of an imine radical. Several useful functional groups including morpholinocarbonyl, benzoyl, and cyano, are compatible with the reaction conditions. Under the Mn(II)/Co(II)/O-2. redox system, these N-(2-alkenylaryl) enamines were also converted into the corresponding quinolines effectively. This strategy was further applied to related 1,4-naphthoquinone derivatives, and benzo[b] acridine-6,11-diones were formed in good yields.

引用

页码：175 / 182

页数：8

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