Friedl?nder Synthesis and Structure Characterization of Novel Qui-noline Derivatives

Chin. J. Org. Chem. ›› 2010, Vol. 30 ›› Issue (08): 1180-1184. Previous Articles Next Articles

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Friedl?nder反应合成新型喹啉衍生物及其结构表征

吴利欢*^{,1，杨定乔²}

(¹肇庆学院化学化工学院肇庆 526060)
(²华南师范大学化学与环境学院广州 510006)

收稿日期:2009-11-25 修回日期:2010-02-05 发布日期:2010-03-10
通讯作者: 吴利欢 E-mail:zqwlh@126.com

Friedl?nder Synthesis and Structure Characterization of Novel Qui-noline Derivatives

Wu Lihuan*^{,1 Yang Dingqiao²}

(¹ School of Chemistry and Chemical Engineering, Zhaoqing University, Zhaoqing 526060)
(²School of Chemistry and Environment, South China Normal University, Guangzhou 510006)

Received:2009-11-25 Revised:2010-02-05 Published:2010-03-10

Abstract

A series of 2-fluoro-6H-chromeno[4,3-b]quinoline derivatives 2a～2d were synthesized by the Friedländer condensation of substituted (unsubstituted) o-aminobenzaldehyde with 6-fluorochroman-4-one in alkaline ethanol solutions. In addition, the expected products can give 2-(3-(ethoxymethyl)quinolin-2-yl)- 4-fluorophenol derivatives 3a～3d by nucleophilic substitution reaction in alkaline solutions. The structures of the title compounds 2a～2d and 3a～3d were characterized by elemental analysis, IR, ¹H NMR and MS techniques. The compound 3d was confirmed by X-ray single crystal diffraction analysis.

Key words: Friedländer condensation, nucleophilic substitution reaction, 6-fluorochroman-4-one, crystal structure

Cite this article

WU Li-Huan, YANG Ding-Qiao. Friedl?nder Synthesis and Structure Characterization of Novel Qui-noline Derivatives[J]. Chin. J. Org. Chem., 2010, 30(08): 1180-1184.

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Friedl?nder反应合成新型喹啉衍生物及其结构表征

Friedl?nder Synthesis and Structure Characterization of Novel Qui-noline Derivatives

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