Anodic Oxidations and Their Applications to Organic Synthesis

阳极氧化及其在有机合成中的应用

基本信息

项目摘要

This research involves several areas of study using anodic oxidation for the preparation of novel compounds, or compounds difficultly available via conventional chemistry. First, the anodic oxidation of p-hydrogen and p-alkyl anilides will be studied as a route to acylated quinone imine ketal and quinol ethers. These compounds, which are not available from conventional routes, can serve as key intermediates in organic synthesis. The second area, and major emphasis of the work, is development of high-yield anodic carbon-carbon bond-forming reactions. The initial studies will be directed at intramolecular trapping of oxidized phenol intermediates with unsaturated linkages resulting in carbon-carbon bond formation. The products obtained from 4-(2'-unsaturated-aryl)-phenols are 2,5-cyclohexadienones which are important intermediates in organic synthesis. The objectives are to understand how substituents on both the aryl and phenol rings influence the yield of the anodic carbon-carbon bond-forming reaction and utilize this knowledge for the efficient preparation of useful compounds or intermediates. Another objective is to investigate the use of the products obtained from these anodic oxidation studies in organic synthesis. %%% With this award the Synthetic Organic Program of the Chemistry Division will support the research of Dr. John S. Swenton of the Department of Chemistry at Ohio State University. The research involves the study of anodic oxidation chemistry for the preparation of novel compounds, or compounds difficultly available via conventional chemistry. This approach using synthetic electrochemistry is very timely since it serves as a reagentless method for effecting oxidations, reductions, and carbon-carbon bond formation. With the proper selection of electrode and experimental conditions, electrochemistry is the environmental choice for conducting chemical transformations since there is no spent oxidant or reductant to be disposed of or recycled after the reaction.
这项研究涉及到几个领域的研究,使用阳极氧化来制备新的化合物,或通过传统化学难以获得的化合物。首先,对氢和对烷基苯胺的阳极氧化将被研究作为酰基化醌亚胺酮和喹啉醚的途径。这些不能从传统途径得到的化合物可以作为有机合成的关键中间体。第二个领域,也是工作的重点,是开发高收率的阳极碳-碳成键反应。最初的研究将针对氧化苯酚中间体的分子内捕获与不饱和键导致碳-碳键的形成。4-(2′-不饱和芳基)酚的产物为2,5-环己二烯酮,是有机合成中重要的中间体。目的是了解芳基环和酚环上的取代基如何影响阳极碳-碳成键反应的产率,并利用这一知识有效地制备有用的化合物或中间体。另一个目的是研究从这些阳极氧化研究中获得的产物在有机合成中的应用。有了这笔奖金,化学分部的合成有机项目将支持俄亥俄州立大学化学系的约翰·s·斯温顿博士的研究。该研究涉及阳极氧化化学的研究,以制备新的化合物,或难以通过传统化学获得的化合物。这种使用合成电化学的方法是非常及时的,因为它可以作为一种无试剂的方法来影响氧化、还原和碳-碳键的形成。在适当选择电极和实验条件的情况下,电化学是进行化学转化的环境选择,因为在反应后没有废弃的氧化剂或还原剂需要处理或回收。

项目成果

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John Swenton其他文献

John Swenton的其他文献

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{{ truncateString('John Swenton', 18)}}的其他基金

Anodic Oxidation Studies and Their Applications to Organic Synthesis (Chemistry)
阳极氧化研究及其在有机合成(化学)中的应用
  • 批准号:
    8715512
  • 财政年份:
    1988
  • 资助金额:
    $ 21.39万
  • 项目类别:
    Continuing grant
Anodic Oxidation Studies and Their Applications to Organic Synthesis (Chemistry)
阳极氧化研究及其在有机合成(化学)中的应用
  • 批准号:
    8405523
  • 财政年份:
    1984
  • 资助金额:
    $ 21.39万
  • 项目类别:
    Continuing grant
The Utilization of Electrochemical Reactions and Electrochemically Derived Products in Organic Synthesis
电化学反应和电化学衍生产品在有机合成中的应用
  • 批准号:
    8009229
  • 财政年份:
    1980
  • 资助金额:
    $ 21.39万
  • 项目类别:
    Continuing grant
A Novel Approach to the Regiospecific Construction of Anthracycline Ring System: Versatile Synthons For Benzoquinone and Naphthoquinone Carbanions
蒽环环系统区域特异性构建的新方法:苯醌和萘醌碳负离子的多功能合成子
  • 批准号:
    7680381
  • 财政年份:
    1977
  • 资助金额:
    $ 21.39万
  • 项目类别:
    Continuing grant
Dynamics, Synthesis and Structure of Carbanionic Substances
碳负离子物质的动力学、合成与结构
  • 批准号:
    7610909
  • 财政年份:
    1976
  • 资助金额:
    $ 21.39万
  • 项目类别:
    Continuing Grant

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