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Ruthenium-catalyzed synthesis of indole derivatives from N-aryl-2-aminopyridines and alpha-carbonyl sulfoxonium ylides

机译:钌催化的N-芳基-2-氨基吡啶和α-羰基亚砜基鎓盐合成吲哚衍生物

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摘要

Indole is a ubiquitous structural motif with important applications in many areas of chemistry. Given this, a simple and efficient Ru(ii)-catalyzed synthesis of indole via intermolecular annulation of N-aryl-2-aminopyridines and sulfoxonium ylides was proposed and accomplished. Excellent selectivity and good functional group tolerance of this transformation were observed. This protocol provides easy access to a wide variety of useful indoles in the presence of a commercially available [Ru(p-cymene)Cl-2](2) catalyst. A possible mechanism for the reaction pathway was also proposed. More importantly, this reaction will offer a useful method for the construction of enantioenriched indole frameworks.
机译:吲哚是一种普遍存在的结构基序,在化学的许多领域都具有重要的应用。鉴于此,提出并完成了通过N-芳基-2-氨基吡啶和亚砜基的分子间环化反应的简单有效的Ru(ii)催化吲哚合成。观察到该转化的优异的选择性和良好的官能团耐受性。该方案可在市售[Ru(p-cymene)Cl-2](2)催化剂存在下轻松获得各种有用的吲哚。还提出了反应途径的可能机理。更重要的是,该反应将为构建对映体富集的吲哚骨架提供有用的方法。

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  • 来源
    《Organic & biomolecular chemistry》 |2019年第2期|240-243|共4页
  • 作者单位

    Lanzhou Univ, Dept Chem, State Key Lab Appl Organ Chem, Key Lab Nonferrous Met Chem & Resources Utilizat, Lanzhou 730000, Gansu, Peoples R China;

    Lanzhou Univ, Dept Chem, State Key Lab Appl Organ Chem, Key Lab Nonferrous Met Chem & Resources Utilizat, Lanzhou 730000, Gansu, Peoples R China;

    Jiangxi Sci & Technol Normal Univ, Inst Organ Chem, Key Lab Organ Chem, Nanchang 330013, Jiangxi, Peoples R China;

    Lanzhou Univ, Dept Chem, State Key Lab Appl Organ Chem, Key Lab Nonferrous Met Chem & Resources Utilizat, Lanzhou 730000, Gansu, Peoples R China;

    Lanzhou Univ, Dept Chem, State Key Lab Appl Organ Chem, Key Lab Nonferrous Met Chem & Resources Utilizat, Lanzhou 730000, Gansu, Peoples R China|Weinan Normal Univ, Coll Chem & Mat, Weinan 714099, Shanxi, Peoples R China;

    Lanzhou Univ, Dept Chem, State Key Lab Appl Organ Chem, Key Lab Nonferrous Met Chem & Resources Utilizat, Lanzhou 730000, Gansu, Peoples R China;

    Lanzhou Univ, Dept Chem, State Key Lab Appl Organ Chem, Key Lab Nonferrous Met Chem & Resources Utilizat, Lanzhou 730000, Gansu, Peoples R China;

    Lanzhou Univ, Dept Chem, State Key Lab Appl Organ Chem, Key Lab Nonferrous Met Chem & Resources Utilizat, Lanzhou 730000, Gansu, Peoples R China;

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