新型含吡唑及噻唑类杂环衍生物的合成
摘要
有机杂环化合物是近年来化学领域发展较快的一部分,杂环药物的研究在人类健康以及新农药的开发方面都有十分重要的意义。很多含吡唑基、噻唑基、1,2,3-三唑基、喹喔啉基的化合物是具有多种生理活性和物理特性的含氮杂环化合物,鉴于这些化合物显著的生理活性和物理特性,我们设想将不同活性的杂环核聚合在同一分子中,活性有待进一步测定。
1,3-偶极环加成反应是在有机化学基础理论及合成方法研究中起重要作用的一类反应。腙作为1,3-偶极试剂与不饱和烯烃加成生噻唑和吡唑类杂环化合物,在合成结构复杂的天然产物以及有机功能性分子等方面具有很大的应用价值。同时,我们将三唑,喹喔啉,吡唑,噻唑分别引入到氨基硫脲母体中,合成了一系列结构新颖的化合物。
本论文分为以下两个部分:
第一部分为文献综述部分,首先介绍了合成杂环化合物的反应类型,其中,主要介绍了1,3-偶极环加成反应。然后对吡唑、噻唑、三唑以及喹喔啉及其衍生物的生理活性、重要合成法和化学性质在国内外的研究状况,作了比较系统的阐述.
第二部分为实验部分,主要工作分为三部分:
1.一系列结构新颖的含三唑、吡唑、喹喔啉及噻唑基的杂环醛腙类化合物的合成.
2.新型3a,6a-二氢-4,6-二氧代吡咯啉并[3,4-d]吡唑类衍生物的合成。
3. 4,5-二氢-3,5-二苯基-1-(4-苯基-噻唑-2-基)-吡唑的合成。合成出的新化合物的结构经过元素分析, IR, 1H NMR和X-ray得到确证.
Organic heterocyclic compounds have been developed rapidly in the field of chemistry, and take an important signification not only in human’s healthy but also in pesticides fields. The heterocyclic compounds containing nitrogen such as thiazole, pyrazole, triazole, quinoxaline are some important compounds of biological activity and physics especially. In view of the fact that these compound remarkable biological activity and physics especially, We combined with different heterocycles into the same molecule to superimposition the activities. Activeness waited for measures.
1,3-dipolar cycloaddition reaction is the most useful reaction in fundmental theory of organic chemistry and organic synthesis. The 1,3-dipolar cycloaddition of hydyne with alkenes is one of the most studied reactions among all the cycloadditions.It provides the most efficient method to prepare thiazole and pyrazole that are widely used as starting compounds in organic synthesis,in particular for building natural products and functional molecule. Simultaneously we synthesized a series of new compounds by inducing triazole, thiazole, pyrazole, quinoxaline to thiosemicarbazide respectively.
The thesis includes two major parts:
The first part is about literature review. First introduced the synthesis reaction type of heterocyclic compound, Then, there is an introduction about 1,3-dipolar cycloaddition.The important biological activity, synthetic methods and chemical characteristics of the thiazole, pyrazole, triazole and quinoxaline derivatives that have been studied in china and other countries were explicated systematically and briefly.
The second part is about experimental content. Major work as follows:
1. Synthesis of Carboxaldehyde Hydrazone derivatives Containing triazole, quinoxal -ine , pyrazole and thiazole.
2. Synthesis of new 3a,6a-Dihydro-4,6-dioxopyrrolo[3,4-d]pyrazole Derivatives.
3. Synthesis of 4,5-dihydro -3,5-diphenyl -1-(4-phenyl-thiazole-2-yl)-pyrazole. Above all, the structures of new compounds were confirmed on the basis of 1H NMR, IR spectrum and element analysis, and single crystal X-ray diffraction.
1,3-偶极环加成反应是在有机化学基础理论及合成方法研究中起重要作用的一类反应。腙作为1,3-偶极试剂与不饱和烯烃加成生噻唑和吡唑类杂环化合物,在合成结构复杂的天然产物以及有机功能性分子等方面具有很大的应用价值。同时,我们将三唑,喹喔啉,吡唑,噻唑分别引入到氨基硫脲母体中,合成了一系列结构新颖的化合物。
本论文分为以下两个部分:
第一部分为文献综述部分,首先介绍了合成杂环化合物的反应类型,其中,主要介绍了1,3-偶极环加成反应。然后对吡唑、噻唑、三唑以及喹喔啉及其衍生物的生理活性、重要合成法和化学性质在国内外的研究状况,作了比较系统的阐述.
第二部分为实验部分,主要工作分为三部分:
1.一系列结构新颖的含三唑、吡唑、喹喔啉及噻唑基的杂环醛腙类化合物的合成.
2.新型3a,6a-二氢-4,6-二氧代吡咯啉并[3,4-d]吡唑类衍生物的合成。
3. 4,5-二氢-3,5-二苯基-1-(4-苯基-噻唑-2-基)-吡唑的合成。合成出的新化合物的结构经过元素分析, IR, 1H NMR和X-ray得到确证.
Organic heterocyclic compounds have been developed rapidly in the field of chemistry, and take an important signification not only in human’s healthy but also in pesticides fields. The heterocyclic compounds containing nitrogen such as thiazole, pyrazole, triazole, quinoxaline are some important compounds of biological activity and physics especially. In view of the fact that these compound remarkable biological activity and physics especially, We combined with different heterocycles into the same molecule to superimposition the activities. Activeness waited for measures.
1,3-dipolar cycloaddition reaction is the most useful reaction in fundmental theory of organic chemistry and organic synthesis. The 1,3-dipolar cycloaddition of hydyne with alkenes is one of the most studied reactions among all the cycloadditions.It provides the most efficient method to prepare thiazole and pyrazole that are widely used as starting compounds in organic synthesis,in particular for building natural products and functional molecule. Simultaneously we synthesized a series of new compounds by inducing triazole, thiazole, pyrazole, quinoxaline to thiosemicarbazide respectively.
The thesis includes two major parts:
The first part is about literature review. First introduced the synthesis reaction type of heterocyclic compound, Then, there is an introduction about 1,3-dipolar cycloaddition.The important biological activity, synthetic methods and chemical characteristics of the thiazole, pyrazole, triazole and quinoxaline derivatives that have been studied in china and other countries were explicated systematically and briefly.
The second part is about experimental content. Major work as follows:
1. Synthesis of Carboxaldehyde Hydrazone derivatives Containing triazole, quinoxal -ine , pyrazole and thiazole.
2. Synthesis of new 3a,6a-Dihydro-4,6-dioxopyrrolo[3,4-d]pyrazole Derivatives.
3. Synthesis of 4,5-dihydro -3,5-diphenyl -1-(4-phenyl-thiazole-2-yl)-pyrazole. Above all, the structures of new compounds were confirmed on the basis of 1H NMR, IR spectrum and element analysis, and single crystal X-ray diffraction.
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