氢胺化—内酰胺化串联反应在天然产物及其类似物合成中的应用

发布时间：2018-04-11 14:19

  本文选题：喜树碱 + 全合成　； 参考：《华东师范大学》2017年硕士论文

【摘要】：本论文主要是研究氢胺化-内酰胺化串联反应在天然产物及其类似物合成中的应用,包括以下两个部分:第一部分:喜树碱类似物的合成研究在前期研究的基础上,我们通过合理的设计,探索并优化了氢胺化-内酰胺化串联环化反应条件,并将其应用于喜树碱类似物的合成中。在内酯片段引入炔烃,通过Sonogashira偶联反应得到串联环化前体化合物,应用串联环化反应,完成了1个新型喜树碱类似物的合成。第二部分:乌檀属生物碱的全合成研究应用氢胺化-内酰胺化串联环化反应,对吲哚吡啶类生物碱进行集体合成,同时进一步考察氢胺化-内酰胺化串联环化反应的底物普适性。最终以良好到优秀的收率完成了天然产物angustidine,neonaucline以及类似物20-bromonauclefine的全合成,并对这些天然产物及其类似物进行生物活性测试。
[Abstract]:This thesis mainly studies the application of series reaction of hydroamination and lactam in the synthesis of natural products and their analogues, including the following two parts: the first part: the synthesis of camptothecin analogues is based on the previous studies.Through reasonable design, we have explored and optimized the reaction conditions of series cyclization of hydroamination and lactam, and applied them to the synthesis of camptothecin analogues.A novel camptothecin analogue was synthesized by introducing alkynes into lactone segment and Sonogashira coupling reaction to obtain series cyclized precursor compounds.The second part: the total synthesis of alkaloids of the genus Acetanthus; the synthesis of indolopyridine alkaloids by series cyclization of hydroamination and lactam was carried out.At the same time, the substrate universality of hydroamination-lactam series cyclization reaction was also investigated.Finally, the complete synthesis of natural product angustidine neonaucline and its analogues 20-bromonauclefine was completed with excellent yield, and the bioactivity of these natural products and their analogues was tested.
【学位授予单位】：华东师范大学
【学位级别】：硕士
【学位授予年份】：2017
【分类号】：O629
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本文编号：1736350