Lewis酸催化Povarov反应合成四氢喹啉及其衍生物:多步、多组分法的比较研究

Djamila Hellel, Fouad Chafaa, Abdelmalek Khorief Nacereddine
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引用次数: 0

摘要

在这项工作中,我们通过亚胺衍生物和富电子烯烃(如乙烯醚)之间的Povarov[4+2]环加成反应合成了一种新的二取代四氢喹啉。这些反应是在不同酸催化剂的存在下进行的,在两种版本中,从亚胺合成开始的多步反应和在原位形成亚胺的多组分反应。环加成反应的活性直接归因于试剂的性质和所采用的合成策略,其中多步反应的产率低于多组分反应的产率。此外,与多组分反应相比,多步反应的动力学速度更快。催化剂的性质直接提高了反应的速率和产率。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Synthesis of tetrahydroquinolines and quinoline derivatives through the Lewis acid catalysed Povarov reaction: A comparative study between multi step and multi-component methods
In this work, we have synthesised a new disubstituted tetrahydroquinolines by the Povarov [4+2] cycloaddition reaction between imines derivatives and an electron-rich olefin such as vinyl ethers. These reactions were carried out in the presence of different acid catalysts in its two versions, multi-step reaction starting with imine synthesis and multi-component reaction in which the imine is formed in situ. The reactivity of the cycloaddition reaction is directly attributed to the nature of the reagents, the used synthetic strategy, in which the obtained yield is found in the case of multi-step reactions lower than that in the multi-component reaction one. Additionally, the multi-step reactions are faster kinetically in comparison with that of the multi-component one. The nature of the catalyst directly increases the rate and enhances the yield of the reactions.
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