Direct one-pot synthesis of 3-nitroquinolin-2(1H)-one via H2O/AcOH system: An improvement to classical Friedlander reaction

被引：12

作者：

Chen, Xin-fei ^{[1
]}

Ren, Chao ^{[1
]}

Xu, Xiao-yong ^{[1
]}

Shao, Xu-sheng ^{[1
]}

Li, Zhong ^{[1
,2
]}

机构：

[1] East China Univ Sci & Technol, Sch Pharm, Shanghai Key Lab Chem Biol, Shanghai 200237, Peoples R China

[2] Shanghai Collaborat Innovat Ctr Biomfg Technol, 130 Meilong Rd, Shanghai 200237, Peoples R China

来源：

TETRAHEDRON LETTERS | 2017年 / 58卷 / 15期

基金：

中国国家自然科学基金;

关键词：

3-Nitroquinolin-2(1H)-ones; 1,1-Dimeoxyth-2-nitroethene; Friedlander reaction; Cascade reaction; 3-SUBSTITUTED; 2-QUINOLONES; FACILE SYNTHESIS; DERIVATIVES; QUINOLIN-2(1H)-ONES; QUINOLINONES; ANTAGONISTS; CASCADE; ACCESS;

D O I：

10.1016/j.tetlet.2017.01.092

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Quinolin-2(1H)-ones and their derivatives have attracted considerable attention because of their extensive applications in the field of pharmaceuticals, agricultural and dye chemistry. In contrast to the existed synthetic methods, herein we present the one-pot cascade reaction of 1,1-dimeoxyth-2-nitroethene and 2-aminobenzaldehydes which is catalyst-free and via eco-friendly H2O/AcOH solvent, achieving 3-nitro-quinolin-2(1H)-ones in moderate to excellent yields. Importantly, this concise and versatile protocol is a potential improvement to the traditional Friedlander reaction. (C) 2017 Elsevier Ltd. All rights reserved.

引用

页码：1433 / 1436

页数：4

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