研究论文

碱促进的新颖苯并呋喃类化合物的合成

  • 赵云辉 ,
  • 刘文杰 ,
  • 孙兴文 ,
  • 林国强
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  • a 复旦大学化学系 上海 200433;
    b 中国科学院上海有机化学研究所 中国科学院天然产物有机合成化学重点实验室 上海 200032

收稿日期: 2012-05-22

  修回日期: 2012-06-03

  网络出版日期: 2012-06-06

基金资助

国家自然科学基金(Nos. 21072031, 20802009)、教育部博士点(新教师)基金(No. 200802461011)和上海市自然科学基金(No. 10ZR1404100)资助项目.

A Novel Strategy for the Synthesis of Benzofuran Derivatives

  • Zhao Yunhui ,
  • Liu Wenjie ,
  • Sun Xingwen ,
  • Lin Guoqiang
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  • a Department of Chemistry, Fudan University, Shanghai 200433;
    b Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai

Received date: 2012-05-22

  Revised date: 2012-06-03

  Online published: 2012-06-06

Supported by

Project supported by the National Natural Science Foundation of China (Nos. 21072031, 20802009), the Ph.D. Programs Foundation of Chinese Ministry of Education (No. 200802461011) and the Shanghai Natural Science Foundation (No. 10ZR1404100).

摘要

水杨醛或水杨酮类化合物与溴代巴豆酸甲酯在N,N'-二甲基甲酰胺溶液中, 以碳酸铯为碱, 在70 ℃下一步生成苯并呋喃类化合物, 产率中等到良好. 产物的双键构型通过单晶衍射确定为E-式构型, 所有目标化合物都通过核磁共振谱和高分辨质谱对其结构进行了确证.

本文引用格式

赵云辉 , 刘文杰 , 孙兴文 , 林国强 . 碱促进的新颖苯并呋喃类化合物的合成[J]. 有机化学, 2012 , 32(10) : 1919 -1924 . DOI: 10.6023/cjoc201205028

Abstract

A novel method for the synthesis of benzofuran analogues via condensation of 2-hydroxybenzaldehyde or 2-hydroxyphenyl ketone with methyl 4-bromocrotonate was reported. Moderate to good yield was obtained with cesium carbonate as base in DMF at 70 ℃. The new-generated double bond was (E)-configuration determined by X-ray diffraction. All benzofuran derivatives were determined by 1H NMR, 13C NMR and HRMS techniques.

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