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有机化学
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有机化学 ›› 2007, Vol. 27 ›› Issue (11): 1404-1408. 上一篇    下一篇

研究简报

3-(2-苯并呋喃酰基)薁-1-羧酸甲酯的有效合成

王道林*，徐姣，谷峥，韩珊   

  1. (渤海大学化学化工学院 辽宁省应用化学重点实验室 锦州 121003)
  • 收稿日期:2006-11-25 修回日期:2007-04-03 发布日期:2007-10-20
  • 通讯作者: 王道林

Efficient Synthesis of Methyl 3-(2-Benzo[b]furoyl)azulene- 1-carboxylates

WANG Dao-Lin*,XU Jiao,GU Zheng,HAN Shan   

  1. (Liaoning Key Laboratory of Applied Chemistry, College of Chemistry and Chemical Engineering,
    Bohai University, Jinzhou 121003)
  • Received:2006-11-25 Revised:2007-04-03 Published:2007-10-20
  • Contact: WANG Dao-Lin

PDF

875

被引次数

33

以苯基三甲铵三溴盐(PTAB)为溴化试剂, 对3-乙酰基薁-1-羧酸甲酯进行了溴代反应研究, 将其单溴代产物与水杨醛在温和反应条件下进行缩合, 以极优的收率高选择性得到3-(2-苯并[b]呋喃酰基)薁-1-羧酸甲酯类衍生物, 其结构经1H NMR, IR及元素分析等得以证实.

关键词: 薁, 合成, 苯并[b]呋喃, 溴代, 水杨醛, 苯基三甲铵三溴盐(PTAB)

Methyl 3-(2-benzo[b]furoyl)azulene-1-carboxylate derivatives were synthesized by the condensation of methyl 3-(bromoacetyl)azulene-1carboxylate with salicylaldehydes under mild conditions with excellent yields. The bromination conditions of methyl 3-acetylazulene-1-carboxylate with phenyltrimethylammonium perbromide were discussed. All the compounds were fully characterized by 1H NMR, IR spectra and elemental analysis.

Key words: benzo[b]furan, bromination, salicylaldehyde, phenyltrimethylammonium perbromide, synthesis, azulene