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Br(?)nsted酸催化“一锅法”四组分合成1,2,3,7,8,8a-六氢-5,7,8a-三芳基咪唑[1,2-α]吡啶衍生物

Br(?)nsted Acid-Catalyzed One-Pot Four-Component Synthesis of 1,2,3,7,8,8a-Hexahydro-5,7,8a-triarylimidazo[1, 2-α] Pyridine Derivatives

【作者】 王仁林

【导师】 惠新平;

【作者基本信息】 兰州大学 , 有机化学, 2008, 硕士

【摘要】 第一章多组分反应(MCRs)的研究进展多组分反应是近年来快速发展起来的一种高效合成方法和绿色合成途径,逐渐成为有机合成化学的发展趋势之一。本部分主要从对亚胺亲核加成、异腈参与、环加成及金属试剂参与等几种途径对近期的多组分反应研究进展进行了综述。第二章Bronsted酸催化“一锅法”四组分合成1,2,3,7,8,8a-六氢-5,7,8a-三芳基咪唑[1,2-α)吡啶衍生物研究通过Brφnsted酸有机磷酸催化芳香醛、芳香酮和乙二胺参与的多组分反应(MCRs),发展了一条便捷、高效的合成1,2,3,7,8,8a-六氢-5,7,8a-三芳基咪唑[1,2-α]吡啶化合物的新方法,所合成的化合物经1H NMR,13C NMR,HRMS,IR和X-Ray进行了结构确证,并对反应机理作了探讨。第三章含二茂铁基7H-1,2,4-三唑[3,4-b]-1,3,4-噻二嗪和2,4-二取代噻唑衍生物的合成及抗肿瘤活性研究以溴代乙酰基二茂铁为原料,分别与5-取代-4-氨基-3-巯基-1,2,4-三唑和硫代酰氨进行缩合,合成了10个新的6-二茂铁基1,2,4-三唑[3,4-b]-1,3,4-噻二嗪衍生物以及4个新的4-二茂铁基-2-芳基噻唑衍生物。经元素分析、IR、1H NMR和13C NMR对其结构进行了表征,并进行了初步抗肿瘤活性评价。

【Abstract】 Part 1.The Research Progress on Multi-Component Reactions.In recent years,multi-component reactions(MCRs),which response to the rapid development of an efficient synthetic method and green chemistry,have gradually become one of the development trends of synthetic organic chemistry.MCRs,which can be realized by the nucleophilic addition to imines,isocyanid participation,cycloaddition and metal reagents participation and so on,were given the summary of recent in this part.Part 2.Studies of Bronsted Acid-Catalyzed One-Pot Four-Component Synthesis of 1,2,3,7,8,Sa-Hexahydro-5,7,Sa-triarylimidazo[1,2-a]pyridine Derivatives.A simple and effective method for the.synthesis of 1,2,3,7,8,5a-hexahydro-5,7,8a-triarylimidazo[1,2-a]pyridine derivatives catalysted by organic phosphoric acid has been developed utilizing the MCRs technique,which involved the reaction of benzaldehyde, acetophenone and ethane-1,2-diamine.All of the compounds synthesized were characterized by 1H NMR,13C NMR,HRMS,IR spectra and X-Ray.The reaction mechanism was discussed.Part 3.Synthesis and Anti-tumor Activities of 7H-1,2,4-Triazolo[3,4-b]-1,3,4-thiadiazine and 2,4-Disubstituent Thiazole Derivatives Containing Ferrocene.Ten novel 3,6-disubsituted-7H-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazine and four 2,4-disubstituted thiazole derivatives containing ferrocene were prepared by the condensation ofα-bromoacetylferrocene with 4-amino-5-substituted-3-thiol-1,2,4-triazoles and thioamide,respectively.The structures of the compounds synthesized were characterized by elemental analyses,IR,1H NMR and 13C NMR spectra.The primary anti-tumor activities were evaluate.

  • 【网络出版投稿人】 兰州大学
  • 【网络出版年期】2009年 01期
  • 【分类号】O626
  • 【下载频次】90
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