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2012 , Vol. 32 >Issue 08: 1459 - 1467

DOI: https://doi.org/10.6023/cjoc1201101

研究论文

苯偶姻单酯无溶剂微波加热合成2-取代-4,5-二芳基咪唑衍生物

  • 李宝志 ,
  • 顾强 ,
  • 赵天琦 ,
  • 贺元辉 ,
  • 佟亚楠 ,
  • 张玉敏
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  • 吉林大学化学学院 长春 130012

收稿日期: 2012-01-10

  修回日期: 2012-03-10

  网络出版日期: 2012-04-24

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Microwave-Assisted Synthesis of 2-Substituted-4,5-diarylimidazoles from Benzoin Carboxylate Derivatives under Solvent-Free Conditions

  • Li Baozhi ,
  • Gu Qiang ,
  • Zhao Tianqi ,
  • He Yuanhui ,
  • Tong Yanan ,
  • Zhang Yumin
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  • College of Chemistry, Jilin University, Changchun 130012

Received date: 2012-01-10

  Revised date: 2012-03-10

  Online published: 2012-04-24

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摘要

以醛为原料, 在维生素B1作用下, 经安息香缩合反应制得相应的苯偶姻衍生物, 进而以此为原料与不同的酰化试剂酯化生成苯偶姻单酯. 苯偶姻单酯与醋酸铵附着在固载体酸性氧化铝上, 在无溶剂条件下微波加热合成了17种2-取代-4,5-二芳基咪唑, 其中7种未见文献报道. 该方法具有反应条件温和、反应时间短, 且无需有机溶剂, 是一种节能环保、易操作的合成方法. 另外, 所合成化合物的结构通过IR、高分辨质谱和核磁共振谱进行了确认.

关键词： 2-取代-4,5-二芳基咪唑; 苯偶姻单酯; 微波合成; 固体支持; 无溶剂; 酯化

本文引用格式

李宝志 , 顾强 , 赵天琦 , 贺元辉 , 佟亚楠 , 张玉敏 . 苯偶姻单酯无溶剂微波加热合成2-取代-4,5-二芳基咪唑衍生物[J]. 有机化学, 2012 , 32(08) : 1459 -1467 . DOI: 10.6023/cjoc1201101

Abstract

Benzoin carboxylate derivatives were synthesized with the aromatic aldehydes as raw material in the presence of the catalyst VB1. And then, benzoin carboxylate derivatives reacted with different acylating reagents under mild reaction conditions, and benzoin carboxylates were obtained. Further, 2-substituted-4,5-di(aryl)imidazoles were produced from benzoin carboxylates in the presence of solid supports Al2O3 under solvent-free and microware assisted condition, and seven of them have not been reported. The reaction possessed many advantages such as mild reaction conditions, short reaction time, and no organic solvents consumed. Therefore, it is a facile and efficient synthetic method. Moreover, the synthesized compounds were characterized by 1H NMR, 13C NMR, IR, HRMS techniques.

Key words： 2-substituted-4,5-di(aryl)imidazoles; benzoin carboxylates; microwave-assisted synthesis; solid-support; solvent-free; esterification

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