A Facile Synthesis of Substituted 2-Alkylquinolines through [3+3] Annulation between 3-Ethoxycyclobutanones and Aromatic Amines at Room Temperature

被引：38

作者：

Shan, Gang

Sun, Xiuyun

Xia, Qian

Rao, Yu ^{[1
]}

机构：

[1] Tsinghua Univ, Dept Pharmacol & Pharmaceut Sci, Sch Med, Beijing 100084, Peoples R China

来源：

ORGANIC LETTERS | 2011年 / 13卷 / 21期

关键词：

FORMAL 4+2 CYCLOADDITION; QUINOLINE SYNTHESIS; ACRIDONE ALKALOIDS; EFFICIENT SYNTHESIS; FRIEDLANDER; QUINAZOLINE; CYCLIZATION; HETEROCYCLES; DERIVATIVES; CATALYST;

D O I：

10.1021/ol202334s

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient single-step approach toward the synthesis of 2-alkylquinolines is described. Through a Lewis acid mediated [3 + 3] annulation reaction between 3-ethoxycyclobutanones and aromatic amines, a variety of multisubstituted 2-alkylquinoline derivatives were prepared regioselectively at room temperature.

引用

页码：5770 / 5773

页数：4

共 62 条

[61] A facile synthesis of 2-methylquinolines via Pd-catalyzed aza-Wacker oxidative cyclization
Zhang, Zuhui
Tan, Jiajing
Wang, Zhiyong
[J]. ORGANIC LETTERS, 2008, 10 (02) : 173 - 175
[62] Ethynyl ketene-S,S-acetals:: The highly reactive electron-rich dienophiles and applications in the synthesis of 4-functionalized quinolines via a one-pot three-component reaction
Zhao, Yu-Long
Zhang, Wei
Wang, Shuang
Liu, Qun
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (13) : 4985 - 4988

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