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

doi:10.6023/cjoc1201101

摘要/Abstract

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

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

引用此文

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.

Li Baozhi, Gu Qiang, Zhao Tianqi, He Yuanhui, Tong Yanan, Zhang Yumin. Microwave-Assisted Synthesis of 2-Substituted-4,5-diarylimidazoles from Benzoin Carboxylate Derivatives under Solvent-Free Conditions[J]. Chin. J. Org. Chem., 2012, 32(08): 1459-1467.

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