研究论文

一种简便合成多取代呋喃的新方法

  • 邹雯 ,
  • 贺峥嵘 ,
  • 贺峥杰
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  • a 南开大学元素有机化学国家重点实验室 天津化学化工协同创新中心 天津 300071;
    b 湖北工程学院化学与材料科学学院 孝感 432000

收稿日期: 2015-03-16

  修回日期: 2015-03-30

  网络出版日期: 2015-04-10

基金资助

国家自然科学基金(Nos. 21272119, 21121002)、湖北省自然科学基金(No. 2007ABA375)资助项目.

A Facile and New Synthetic Method of Polysubstituted Furans

  • Zou Wen ,
  • He Zheng-Rong ,
  • He Zhengjie
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  • a State Key Laboratory of Elemento-Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Nankai University, Tianjin 300071;
    b College of Chemistry and Material Science, Hubei Engineering University, Xiaogan 432000

Received date: 2015-03-16

  Revised date: 2015-03-30

  Online published: 2015-04-10

Supported by

Project supported by the National Natural Science Foundation of China (Nos. 21272119, 21121002), and the Natural Science Foundation of Hubei Province (No. 2007ABA375).

摘要

在三丁基膦和碱的共同作用下, 炔酯、芳香醛和酰氯顺利发生四组分串联环化反应, 以中等收率生成三或四取代呋喃, 反应经原位生成的磷叶立德活性中间体所进行的分子内Wittig反应模式完成, 具有反应条件温和及底物范围广的特点, 为多取代呋喃的合成提供了简便的新方法.

本文引用格式

邹雯 , 贺峥嵘 , 贺峥杰 . 一种简便合成多取代呋喃的新方法[J]. 有机化学, 2015 , 35(8) : 1739 -1745 . DOI: 10.6023/cjoc201503022

Abstract

With the treatment of tributylphosphine and base, alkynoates, aromatic aldehydes and acyl chlorides readily undergo a four-component cascade annulation reaction, giving tri-or tetra-substituted furans in moderate yields. The reaction presumably proceeds through an intramolecular Wittig reaction step of the in situ generated phosphorus ylide intermediate. The annulation reaction features mild reaction conditions and broad substrate scope, and accordingly constitutes a facile and new synthetic method of polysubstituted furans.

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