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Direct C-N Coupling of Imidazoles with Aromatic and Benzylic Compounds via Electrooxidative C-H Functionalization

机译:咪唑类化合物通过电氧化C-H官能团与芳族和苯甲类化合物直接C-N偶联

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摘要

A method for the C-N coupling of imidazoles based on electrooxidative C-H functionalization of aromatic and benzylic compounds has been developed. The key to the success is the formation of protected imidazolium ions as initial products, avoiding overoxidation. Deprotection under nonoxidative conditions affords N-substituted imidazoles. Various functional groups are compatible with the present transformation. To demonstrate the power of the method, a P450 17 inhibiter and an antifungal agent having N-substituted imidazole structures were synthesized.
机译:已经开发了基于芳族和苄基化合物的电氧化C-H官能化的咪唑的C-N偶联的方法。成功的关键是形成受保护的咪唑鎓离子作为初始产物,避免过度氧化。在非氧化条件下脱保护得到N-取代的咪唑。各种官能团与本转化相容。为了证明该方法的功效,合成了具有N取代的咪唑结构的P450 17抑制剂和抗真菌剂。

著录项

  • 来源
    《Journal of the American Chemical Society》 |2014年第12期|4496-4499|共4页
  • 作者单位

    Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto 615-8510, Japan;

    Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto 615-8510, Japan;

    Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto 615-8510, Japan;

  • 收录信息 美国《科学引文索引》(SCI);美国《工程索引》(EI);美国《生物学医学文摘》(MEDLINE);美国《化学文摘》(CA);
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  • 正文语种 eng
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