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
收稿日期: 2015-10-13
修回日期: 2015-11-03
网络出版日期: 2015-11-16
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
Received date: 2015-10-13
Revised date: 2015-11-03
Online 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).
发展了一种以哌啶乙酸盐为催化剂, 催化邻羟基苯基β-二酮和不同系列醛进行Knoevenagel 与O-Micheal串联反应的新方法, 以较好的底物适应性及中等以上的产率, 合成了16个2,3-二取代苯并二氢吡喃-4-酮和9个2,2-二取代苯并呋喃-3-酮类衍生物, 并且该串联反应合成途径简捷, 反应条件温和, 催化剂廉价易得.
关键词： 哌啶乙酸盐; 串联反应; 苯并二氢吡喃-4-酮; 苯并呋喃-3-酮
王海飞 , 周志鹏 , 胡舜钦 , 文璞山 , 陶炳 , 邓启福 . 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[J]. 有机化学, 2016 , 36(3) : 596 -603 . DOI: 10.6023/cjoc201510014
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
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