Synthesis of Methyl 5-Oxo-4-aryl-1,4,5,6,7,8-hexahydroquinolin-3- carboxylate in Aqueous Media

Chin. J. Org. Chem. ›› 2006, Vol. 26 ›› Issue (02): 263-267. Previous Articles Next Articles

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水介质中5-氧代-4-芳基-1,4,5,6,7,8-六氢喹啉-3-羧酸甲酯的合成

于晨侠¹，史达清*^,1,2，庄启亚¹,2，屠树江¹,2

(¹徐州师范大学化学系徐州 221116)
(²江苏省药用植物生物技术重点实验室徐州 221116)

收稿日期:2005-03-08 修回日期:2005-08-29 发布日期:2006-01-21
通讯作者: SHI Da-Qing

Synthesis of Methyl 5-Oxo-4-aryl-1,4,5,6,7,8-hexahydroquinolin-3- carboxylate in Aqueous Media

YU Chen-Xia¹,SHI Da-Qing*^,1,2,ZHUANG Qi-Ya¹,2,TU Shu-Jiang¹,2

(¹ Department of Chemistry, Xuzhou Normal University, Xuzhou 221116)
(² Key Laboratory of Biotechnology on Medical Plants of Jiangsu Province, Xuzhou 221116)

Received:2005-03-08 Revised:2005-08-29 Published:2006-01-21
Contact: 史达清

Abstract

A series of methyl 5-oxo-4-aryl-1,4,5,6,7,8-hexahydroquinolin-3-carboxylates were synthesized by the reaction of aromatic aldehydes, methyl β-aminocrotonate and 5,5-dimethyl-1,3-cyclohexanedione (or 1,3-cyclohexanedione) in the presence of triethylbenzylammonium chloride (TEBA) in aqueous media. Compared to the previous method, this new protocol has the advantages of high yields, inexpensive medium and environmental friendliness.

Key words: synthesis, green chemistry, hexahydroquinoline, aqueous media

Cite this article

YU Chen-Xia,SHI Da-Qing*^,1,2,ZHUANG Qi-Ya^1,2,TU Shu-Jiang^{1,2. Synthesis of Methyl 5-Oxo-4-aryl-1,4,5,6,7,8-hexahydroquinolin-3- carboxylate in Aqueous Media[J]. Chin. J. Org. Chem., 2006, 26(02): 263-267.}

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水介质中5-氧代-4-芳基-1,4,5,6,7,8-六氢喹啉-3-羧酸甲酯的合成

Synthesis of Methyl 5-Oxo-4-aryl-1,4,5,6,7,8-hexahydroquinolin-3- carboxylate in Aqueous Media

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