噻唑和咪唑[1，2-α]吡啶衍生物的绿色合成研究
摘要
本论文共分二部分：1、噻唑类杂环化合物的绿色合成方法研究；2、咪唑[1,2-a]吡啶类杂环化合物的绿色合成方法研究。
第一部分,综述了近年来噻唑类化合物的合成方法研究进展,并研究了在无催化剂条件下Hantzsch噻唑合成法的两个反应体系：(1)PEG-400促进下合成噻唑；(2)研磨条件下合成噻唑。此外,我们还研究了无溶剂无催化剂条件下,用氨基硫脲、α-溴代酮和醛的“一锅法”研磨合成2,4-二取代噻唑,并探讨了其反应的机理。
第二部分,综述了近年来咪唑[1,2-a]吡啶化合物的合成方法研究进展,并研究了在无溶剂和无催化剂条件下咪唑[1,2-a]吡啶衍生物合成的两个反应体系：(1)研磨条件下咪唑[1,2-a]吡啶衍生物的合成；(2)加热60℃搅拌条件下咪唑[1,2-a]吡啶衍生物的合成。
以上所研究的噻唑和咪唑[1,2-a]吡啶衍生物的合成方法,具有原料易得、操作简便、反应条件温和、产率高以及原子经济性高等优点。更为重要的是,整个反应体系没有加入任何催化剂,虽然使用了PEG-400作为溶剂,但使用后可回收再利用,大大减少了对环境的污染,符合绿色化学发展方向。
The thesis consists of two parts.The first one is focused on synthetic methods for the heterocycle compound of thiazoles.The second is focused on the heterocycle compound of imidazo[1,2-a]pyridines.
In the first part, the progress of synthetic methods for thiazoles in recent years is reviewed, then Hantzsch synthesis were studied.Thiazoles were provided by condensation reaction of a-haloketones with thioureas or thioamides without any additon of catalyst with the two respective promotion systems of PEG-400 and grinding.Moreover, the one-pot reaction of thiosemicarbazide, a-bromoketones and aldehydes by grinding was also examined without the use of solvent and any catalyst, and the reaction mechanism was investigated.
In the second part, the progress of synthetic methods for imidazo[1,2-a]pyridines in recent years is reviewed firstly, then two reaction systems were studied respectively. Imidazo[1,2-a]pyridines were prepared through the condensation reaction of a-haloketones with 2-aminopyridines without the use of solvent and any catalyst under the two respective condition of grinding and heating at 60℃.
The remarkable advantages of the above synthetic methods for thiazoles and imidazo[1,2-a]pyridines are facile materials,simple operation, mild reaction conditions,high yields.The most importance are the reactions without the use of any catalyst and reusable PEG-400, which make the methods economical and environmental friendly.
第一部分,综述了近年来噻唑类化合物的合成方法研究进展,并研究了在无催化剂条件下Hantzsch噻唑合成法的两个反应体系：(1)PEG-400促进下合成噻唑；(2)研磨条件下合成噻唑。此外,我们还研究了无溶剂无催化剂条件下,用氨基硫脲、α-溴代酮和醛的“一锅法”研磨合成2,4-二取代噻唑,并探讨了其反应的机理。
第二部分,综述了近年来咪唑[1,2-a]吡啶化合物的合成方法研究进展,并研究了在无溶剂和无催化剂条件下咪唑[1,2-a]吡啶衍生物合成的两个反应体系：(1)研磨条件下咪唑[1,2-a]吡啶衍生物的合成；(2)加热60℃搅拌条件下咪唑[1,2-a]吡啶衍生物的合成。
以上所研究的噻唑和咪唑[1,2-a]吡啶衍生物的合成方法,具有原料易得、操作简便、反应条件温和、产率高以及原子经济性高等优点。更为重要的是,整个反应体系没有加入任何催化剂,虽然使用了PEG-400作为溶剂,但使用后可回收再利用,大大减少了对环境的污染,符合绿色化学发展方向。
The thesis consists of two parts.The first one is focused on synthetic methods for the heterocycle compound of thiazoles.The second is focused on the heterocycle compound of imidazo[1,2-a]pyridines.
In the first part, the progress of synthetic methods for thiazoles in recent years is reviewed, then Hantzsch synthesis were studied.Thiazoles were provided by condensation reaction of a-haloketones with thioureas or thioamides without any additon of catalyst with the two respective promotion systems of PEG-400 and grinding.Moreover, the one-pot reaction of thiosemicarbazide, a-bromoketones and aldehydes by grinding was also examined without the use of solvent and any catalyst, and the reaction mechanism was investigated.
In the second part, the progress of synthetic methods for imidazo[1,2-a]pyridines in recent years is reviewed firstly, then two reaction systems were studied respectively. Imidazo[1,2-a]pyridines were prepared through the condensation reaction of a-haloketones with 2-aminopyridines without the use of solvent and any catalyst under the two respective condition of grinding and heating at 60℃.
The remarkable advantages of the above synthetic methods for thiazoles and imidazo[1,2-a]pyridines are facile materials,simple operation, mild reaction conditions,high yields.The most importance are the reactions without the use of any catalyst and reusable PEG-400, which make the methods economical and environmental friendly.
引文
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