以硝基烯烴化合物合成具有生物活性的含氮氧雜環分子
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2014
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Abstract
由於含氮氧雜環分子廣泛的生物和藥物化學潛在的應用使之在合成化學研究中是炙手可熱的議題，因此發展了一個新穎、高效能且低成本的含氮氧雜環的合成方法。
本篇論文可分為五個章節，第一章概述硝基烯類的合成與應用及其相關文獻。第二章敘述4-羥基香豆素在醇類存在下合成色烯酮-3- 羧酸鹽的衍生物。第三章描述以指甲花醌和硝基烯烴合成2-胺基呋喃萘醌。第四章介紹以三氯化鐵催化吲哚硝基烯類和苯胺衍生物進行C-烷基化反應。第五章敘述dienophiles以三氯化鐵催化合成高取代吲哚四氫喹啉衍生物及其合成應用。
The development of novel and efficient protocols for the synthesis of O, N -containing heterocyclic compounds is an important area of research in synthetic chemistry due to their versatile biological utility and potential application in medicinal as well as pharmaceutical chemistry. In this regards, we have utilized cheap and readily available starting material such as nitroalkenes for the synthesis of O, N- heterocycles. The content of this dissertation is divided into five chapters, the Chapter-I deals with overview on the synthesis and utility of nitroalkenes and related literature review. The Chapter-II deals with alcoholmediatedsynthesis of 4-oxo-2-aryl-4H-chromene-3-carboxylate derivatives from 4-hydroxycoumarins. The Chapter-III describes, synthesis of 2-amino-3-substitutednaphtho[2,3-b]furan-4,9-dione from 2-hydroxy-1,4-naphthoquinone and nitroalkenes. The Chapter-IV deals with FeCl3catalyzed regioselectiveC-alkylation of indolylnitroalkenes with amino group substituted arenes. The Chapter-V describes FeCl3-catalyzed synthesis of highly substituted indolyl-tetrahydroquinoline derivatives by using electron deficient dienophiles and its application towards the synthesis of indolo-benzonaphthyridine derivatives.
The development of novel and efficient protocols for the synthesis of O, N -containing heterocyclic compounds is an important area of research in synthetic chemistry due to their versatile biological utility and potential application in medicinal as well as pharmaceutical chemistry. In this regards, we have utilized cheap and readily available starting material such as nitroalkenes for the synthesis of O, N- heterocycles. The content of this dissertation is divided into five chapters, the Chapter-I deals with overview on the synthesis and utility of nitroalkenes and related literature review. The Chapter-II deals with alcoholmediatedsynthesis of 4-oxo-2-aryl-4H-chromene-3-carboxylate derivatives from 4-hydroxycoumarins. The Chapter-III describes, synthesis of 2-amino-3-substitutednaphtho[2,3-b]furan-4,9-dione from 2-hydroxy-1,4-naphthoquinone and nitroalkenes. The Chapter-IV deals with FeCl3catalyzed regioselectiveC-alkylation of indolylnitroalkenes with amino group substituted arenes. The Chapter-V describes FeCl3-catalyzed synthesis of highly substituted indolyl-tetrahydroquinoline derivatives by using electron deficient dienophiles and its application towards the synthesis of indolo-benzonaphthyridine derivatives.
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硝基烯類, 4-羥基香豆素, 色烯酮-3- 羧酸鹽, 指甲花醌, 2-胺基呋喃萘醌, 吲哚硝基烯, 吲哚硝基烷, 吲哚四氫喹啉, 吲哚苯並萘啶, Nitroalkenes, 4-hydroxycoumarin, chromenone-3-carboxylate, 2-hydoxynaphthoquinone, 2-aminofuronaphthoquinone, indolylnitroalkene, indolylnitroalkane, indolyltetrahydroquinoline, indolo-benzonaphthyridine