重氮化合物参与的磷氧导向碳氢键芳构化及其偶联反应的研究

发布时间：2018-03-14 15:42

本文选题：重氮化合物　切入点：金属卡宾　出处：《兰州大学》2017年硕士论文　论文类型：学位论文

【摘要】：最近十多年来,重氮化合物作为偶联组分,已经广泛应用于有机合成的反应历程中,包括碳氢键官能团化反应,催化串联反应等等。这种类型的反应为构筑新型的碳碳键或者碳杂键提供了有效的合成方法。另外P,O,O-type骨架类型的化合物,不仅可以作为磷配体,而且还可以作为路易斯碱参与反应进程,高效合成此类化合物一直科学家们感兴趣的课题。本论文主要阐述了以重氮化合物作为金属卡宾的前体,分别通过磷氧导向的碳氢键官能团化和碳卤键切断两种策略合成P,O,O-type型骨架化合物。本论文主要包括以下两个部分:一:阐述了近些年来磷氧酰基化合物作为导向基团实现的一系列偶联反应,以及重氮化合物作为偶联组分在碳氢键官能团化中的进展。主要研究了重氮化合物参与的磷氧导向的碳氢键芳构羟基化,该策略在温和的条件下,高效合成了一系列P,O,O-type型骨架磷配体,底物普适性高,产物可以进行各种衍生化。二:总结了近些年来利用重氮化合物作为金属卡宾前体经过碳卤键切断实现的一系列偶联反应尤其是串联反应,这其中经历了重要的迁移插入的过程。本文重点研究了含磷的碘代化合物与重氮化合物合成P,O,O-type型骨架磷配体,这种模式理论上可以实现磷配体的不对称合成。
[Abstract]:In the last decade, diazo compounds have been widely used in the reaction process of organic synthesis, including the functionalization of hydrocarbon bonds. Catalytic series reaction, etc. This type of reaction provides an effective synthesis method for the construction of new carbon-carbon bond or carbon heterodyne bond. In addition, the compounds of the framework type of Pao O-type can not only be used as phosphorous ligands, but also as phosphorous ligands. It can also be used as Lewis base to participate in the reaction process, the efficient synthesis of such compounds has been a subject of interest to scientists. This paper mainly describes diazo compounds as precursors of metal carbene. In this paper, we have synthesized PnOOOO-type skeleton compounds by phosphorus-oxide-oriented carbon-hydrogen bond functionalization and carbohalide bond cutting respectively. This thesis mainly includes the following two parts: 1. The phosphoroacyl compounds have been described as the orientation in recent years. A series of coupling reactions realized by the group, As well as the progress of diazo compounds as coupling components in the functionalization of hydrocarbon bonds. The aromatics of diazo compounds involved in phosphorus-hydrogen bonds were studied in this paper. The strategy was used in mild conditions. A series of phosphorous ligands of PNO O-type skeleton have been synthesized efficiently, and the substrate has high universality. Second, a series of coupling reactions, especially series reactions, using diazo compounds as precursors of metal carbene by halogenation of carbohalide bonds in recent years have been summarized. This process has undergone an important process of migration and insertion. In this paper, the synthesis of phosphorus-containing iodide compounds and diazo compounds has been studied. This model can realize the asymmetric synthesis of phosphorous ligands theoretically.
【学位授予单位】：兰州大学
【学位级别】：硕士
【学位授予年份】：2017
【分类号】：O621.25

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