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一条通往2-芳基-4-苯基-1H-咪唑的快速绿色合成路线。

An expeditious green route toward 2-aryl-4-phenyl-1H-imidazoles.

作者信息

Bandyopadhyay Debasish, Smith Lauren C, Garcia Daniel R, Yadav Ram N, Banik Bimal K

机构信息

Department of Chemistry, The University of Texas-Pan American, 1201 West University Drive, Edinburg, TX, 78539, USA.

出版信息

Org Med Chem Lett. 2014 Dec;4(1):9. doi: 10.1186/s13588-014-0009-7. Epub 2014 Sep 20.

DOI:10.1186/s13588-014-0009-7
PMID:26548987
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC4610115/
Abstract

BACKGROUND

Azaheterocycles are an important class of compounds because of their highly potent medicinal activities, and the imidazole subcategory is of special interest in regard to drug discovery research.

FINDINGS

An expeditious synthetic protocol of 2-aryl-4-phenyl-1H-imidazoles has been accomplished by reacting phenylglyoxal monohydrate, ammonium acetate, and aldehyde under sonication. Following this green approach a series of 2-aryl-4-phenyl-1H-imidazoles has been synthesized using diversely substituted aldehydes.

CONCLUSIONS

A rapid and simple synthetic procedure to synthesize diversely substituted 2-aryl-4-phenyl-1H-imidazoles has been reported. Other salient features of this protocol include milder conditions, atom-economy, easy extraction, and minimum wastes. The present procedure may find application in the synthesis of biologically active molecules. Graphical Abstract An expeditious synthetic protocol of 2-aryl-4-phenyl-1H-imidazoles has been accomplished by reacting phenylglyoxal monohydrate, ammonium acetate, and diversely substituted aldehydes under sonication.

摘要

背景

氮杂环化合物因其具有高效的药用活性而成为一类重要的化合物,其中咪唑子类在药物发现研究方面具有特殊意义。

研究结果

通过在超声作用下使一水合苯乙二醛、乙酸铵和醛反应,实现了2-芳基-4-苯基-1H-咪唑的快速合成方案。采用这种绿色方法,使用不同取代的醛合成了一系列2-芳基-4-苯基-1H-咪唑。

结论

报道了一种快速简便的合成方法,用于合成不同取代的2-芳基-4-苯基-1H-咪唑。该方案的其他显著特点包括条件更温和、原子经济性、易于提取和废物最少。本方法可能在生物活性分子的合成中得到应用。图形摘要 通过在超声作用下使一水合苯乙二醛、乙酸铵和不同取代的醛反应,实现了2-芳基-4-苯基-1H-咪唑的快速合成方案。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4ac4/4610115/999d0ddcbb3b/s13588-014-0009-7-i1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4ac4/4610115/3ba8edabe512/s13588-014-0009-7-graphical-abstract.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4ac4/4610115/999d0ddcbb3b/s13588-014-0009-7-i1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4ac4/4610115/3ba8edabe512/s13588-014-0009-7-graphical-abstract.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4ac4/4610115/999d0ddcbb3b/s13588-014-0009-7-i1.jpg

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