钯催化烯烃双胺化反应的研究

发布时间：2018-04-10 16:01

  本文选题：钯催化 + 烯烃　； 参考：《上海应用技术大学》2017年硕士论文

【摘要】：双胺化合物广泛存在于生物活性体和天然产物中,同时,很多药物分子中也含双胺氮杂环结构。因此,如何经济、环保、高效、快速地构建C-N键,合成具有双胺基团化合物越来越受到人们的关注。金属催化烯烃进行双官能团化,一步构建双胺化产物是目前最为简便、直接、有效的方法。近年来,烯烃的双胺化反应有着很大的进展.,其中,使用高效的过渡金属催化剂以及氮源,合成新型双胺化合物无疑更具有研究价值和应用前景。本文主要研究钯催化烯烃的双胺化反应,通过对温度、溶剂、配体、催化剂等条件的筛选,发现当使用Pd(OAc)2为催化剂,2,2'-联吡啶为配体,四氢呋喃为溶剂,以常见的、氧化性的N-氟代双苯磺酰胺为氮源,在80 ℃下,空气中即可高效得到双胺化产物,最高可得90%的收率。此反应可以广泛地适用于各种不同取代基团的邻烯基氮烷基苯甲酰胺底物,并且为含有异吲哚啉酮类骨架的药物合成提供了有效的合成方法。同时,操作简单、反应条件温和也使得该方法更具有广阔的工业化前景。
[Abstract]:Diamine compounds are widely found in bioactive bodies and natural products. At the same time, many drug molecules also contain heterocyclic structures of diamine nitrogen.Therefore, more and more attention has been paid to the construction of C-N bonds and the synthesis of bisamine-containing compounds in an economical, environmentally friendly, efficient and rapid manner.Metal-catalyzed bifunctional alkenes and one-step construction of diamination products are the most convenient direct and effective methods at present.In recent years, great progress has been made in the diamination of olefins. Among them, the synthesis of new diamine compounds by using highly efficient transition metal catalysts and nitrogen sources undoubtedly has more research value and application prospect.The oxidized N-fluorobenzenesulfonamide was used as nitrogen source, and the highest yield of 90% was obtained from the diamination product in air at 80 鈩，

本文编号：1731902