Concise Synthesis of Quinolinone Derivatives

doi:10.6023/cjoc201611003

Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (4): 881-888.DOI: 10.6023/cjoc201611003 Previous Articles Next Articles

ARTICLE

喹啉酮类化合物的简便合成

陈雪冰^a, 白海瑞^b, 黄超^b

a. 红河学院理学院云南省天然药物与化学生物学重点实验室蒙自 661100;
b. 云南民族大学化学与环境学院云南省生物高分子功能材料工程技术研究中心昆明 650503

收稿日期:2016-11-01 修回日期:2016-12-27 发布日期:2017-01-17
通讯作者: 陈雪冰, 黄超 E-mail:orangekaka@126.com;huang.chao@hotmail.com
基金资助:
国家自然科学基金（Nos.21202142，21662046）、云南省教育厅基金（No.2016ZZX217）资助项目.

Concise Synthesis of Quinolinone Derivatives

Chen Xuebing^a, Bai Hairui^b, Huang Chao^b

a. Key Laboratory of Natural Pharmaceutical and Chemical Biology of Yunnan Province, School of Science, Honghe University, Mengzi 661100;
b. Engineering Research Center of Biopolymer Functional Materials of Yunnan Province, School of Chemistry and Environment, Yunnan Minzu University, Kunming 650503

Received:2016-11-01 Revised:2016-12-27 Published:2017-01-17
Contact: 10.6023/cjoc201611003 E-mail:orangekaka@126.com;huang.chao@hotmail.com
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 21202142, 21662046), the Yunnan Provincal Department of Education Fund (No. 2016ZZX217).

1. Concise Synthesis of Quinolinone Derivatives.PDF(1479KB)

Abstract

A concise and efficient protocol for the synthesis of novel quinolinone derivatives 4 has been established from a intramolecular cyclization of cyanoacetylenaminones 3, which were synthesized by the regio-selective cyanoacylation reaction of β-enaminones 1 with cyanoacetic acid 2. The reaction was performed in acetonitrile media at 40 ℃, and piperidine as catalyst. As a result, a novel series of quinolinones 4a~4t were obtained with the yields of 82%~95%. The reaction is particularly attractive due to the following advantages of operational simplicity, atom economy, simple starting materials, and easy purification.

Key words: β-enaminones, regionselectivity acylation, intramolecular cyclization, quinolinones

Cite this article

Chen Xuebing, Bai Hairui, Huang Chao. Concise Synthesis of Quinolinone Derivatives[J]. Chin. J. Org. Chem., 2017, 37(4): 881-888.

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喹啉酮类化合物的简便合成

Concise Synthesis of Quinolinone Derivatives

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