三氯化鋁催化呋喃基的分子內狄耳士–阿爾德環加成反應及氯化合成環氧異吲哚[1,2-a]異喹啉酮衍生物

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2021

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本論文主要分為前言、文獻回顧、實驗結果與討論、結論四個章節,前言介紹異吲哚[1,2-a]異喹啉酮的生物活性及在藥物上的發展,並在文獻回顧舉例一些異吲哚[1,2-a]異喹啉酮衍生物的合成。實驗結果與討論則是將起始物3-羥基-3-呋喃基-N-烯基異吲哚啉酮衍生物進行狄耳士–阿爾德反應,而在烯丙基和烯丁基的兩種取代基有兩種不同的反應結果,烯丙基得到二聚體分子間環化產物,而烯丁基成功合成預期的3-氯-異吲哚[1,2-a]異喹啉酮衍生物。
This contents of this dissertation is divided into two chapters. The first chapter introduces the biological activity of isoindole [1,2-a] isoquinolinone derivatives and its uses in medicine development. The review on the synthesis of isoindole [1,2-a] isoquinolinone derivatives also included in this chapter. Further, the introduction of Furan Diels alder reaction with various examples has been described in this chapter. Finally, this chapter is concluded aim of the work.The second part deal with the Diels-Alder reaction of 3-hydroxy-3-furyl-N-alkenylisoindolinone derivatives. The starting material was derived from N-alkenyl-2-iodobenzamide derivative and propargyldicarbonyl compounds in the presence of copper catalyst. Here we utilized two different N-substituent derivatives such as N-allyl N-butenyl groups. The substrates having N-allyl group afforded dimer through intermolecular Diels-Alder cyclization product whereas, the substrates having N-butenyl groupproduced intermolecular Diels-Alder product.

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狄耳士–阿爾德反應, 三氯化鋁, 異吲哚[1, 2-a]異喹啉酮, Diels-Alder reaction, Aluminum Trichloride, Isoindole [1, 2-a] isoquinolinone

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