Divergent Synthesis of Quinoline Derivatives via [5+1] Annulation of 2-Isocyanochalcones with Nitroalkanes

被引：37

作者：

Bao, Lan ^{[1
,2
]}

Liu, Jinglin ^{[1
]}

Xu, Liang ^{[1
]}

Hu, Zhongyan ^{[2
]}

Xu, Xianxiu ^{[2
]}

机构：

[1] Inner Mongolia Univ Nationalities, Inner Mongolia Key Lab Nat Chem & Synth Funct Mol, Chem & Chem Engn Coll, Tongliao 028043, Peoples R China

[2] Shandong Normal Univ, Collaborat Innovat Ctr Functionalized Probes Chem, Coll Chem Chem Engn & Mat Sci, Key Lab Mol & Nano Probes,Minist Educ,Inst Mol &, Jinan 250014, Shandong, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2018年 / 360卷 / 09期

关键词：

isocyanides; 5+1] annulation; quinolines; 2-pyrrolo[2,3-c]quinolines; nitroalkanes; HIGHLY EFFICIENT CATALYST; TRANSITION-METAL-FREE; ONE-POT; FUNCTIONALIZED QUINOLINES; STEREOSELECTIVE-SYNTHESIS; MULTICOMPONENT REACTION; SUBSTITUTED QUINOLINES; NITRO-COMPOUNDS; CYCLIZATION; ISOCYANIDES;

D O I：

10.1002/adsc.201800152

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

An unprecedented substrate-dependent [5+1] annulation of 2-isocyanochalcones with nitroalkanes was developed for the efficient synthesis of functionalized quinolines and 3-nitrodihydroquinolines. This transformation delivers both the aromatic and dihydroquinolines by selectively elimination or retention of the nitro group. Moreover, 3-nitroquinolines and tricyclic pyrrolo[2,3-c]quinolines were conveniently constructed from the resulting 3-nitrodihydroquinolines through a single operation, respectively.

引用

页码：1870 / 1875

页数：6

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