Piperidinium Acetate-Catalyzed the Synthisis of 2,3-Disubstituted Chroman-4-one and 2,2-Disubstituted Benzofuran-3-one Derivatives

doi:10.6023/cjoc201510014

Chin. J. Org. Chem. ›› 2016, Vol. 36 ›› Issue (3): 596-603.DOI: 10.6023/cjoc201510014 Previous Articles Next Articles

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哌啶乙酸盐催化合成2,3-二取代-苯并二氢吡喃-4-酮和2,2-二取代-苯并呋喃-3-酮类衍生物

王海飞, 周志鹏, 胡舜钦, 文璞山, 陶炳, 邓启福

湖南工业大学包装与材料工程学院株洲 412007

收稿日期:2015-10-13 修回日期:2015-11-03 发布日期:2015-11-16
通讯作者: 王海飞 E-mail:whf2107@hotmail.com
基金资助:
国家自然科学基金(No. 21202042)、湖南省自然科学基金(Nos. 13JJ4090, 2015JJ3063)和湖南工业大学自科基金(No. 2014HZX01)资助项目.

Piperidinium Acetate-Catalyzed the Synthisis of 2,3-Disubstituted Chroman-4-one and 2,2-Disubstituted Benzofuran-3-one Derivatives

Wang Haifei, Zhou Zhipeng, Hu Shunqin, Wen Pushan, Tao Bin, Deng Qifu

School of Packaging and Materials Engineering, Hunan University of Technology, Zhuzhou 412007

Received:2015-10-13 Revised:2015-11-03 Published:2015-11-16
Supported by:
Project supported by the Natural Science Foundation of China (No. 21202042), the Hunan Provincial Natural Science Foundation of China (Nos. 13JJ4090, 2015JJ3063) and the Natural Science Foundation of Hunan University of Technology (No. 2014HZX01).

1. Piperidinium Acetate-Catalyzed the Synthisis of 2,3-Disubstituted Chroman-4-one and 2,2-Disubstituted Benzofuran-3-one Derivatives.PDF(1648KB)

Abstract

A piperidinium acetate-catalyzed method was developed for the Knoevenagel and O-Micheal cascade reaction of o-hydroxyphenyl-β-diketoes with different series of aldehydes. In the presence of piperidinium acetate, sixteen 2,3-disub-stituted chroman-4-ones and nine 2,2-disubstituted benzofuran-3-ones were obtained in moderate to good yields, and the cascade reaction displayed better substrate adaptability. Moreover, the reaction has the following features: a convenient and simple path, mild reaction conditions and a cheap catalyst.

Key words: piperidinium acetate, cascade reaction, chroman-4-one, benzofuran-3-one

Cite this article

Wang Haifei, Zhou Zhipeng, Hu Shunqin, Wen Pushan, Tao Bin, Deng Qifu. Piperidinium Acetate-Catalyzed the Synthisis of 2,3-Disubstituted Chroman-4-one and 2,2-Disubstituted Benzofuran-3-one Derivatives[J]. Chin. J. Org. Chem., 2016, 36(3): 596-603.

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哌啶乙酸盐催化合成2,3-二取代-苯并二氢吡喃-4-酮和2,2-二取代-苯并呋喃-3-酮类衍生物

Piperidinium Acetate-Catalyzed the Synthisis of 2,3-Disubstituted Chroman-4-one and 2,2-Disubstituted Benzofuran-3-one Derivatives

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