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Copper-Catalyzed Intermolecular Trifluoromethylarylation of Alkenes: Mutual Activation of Arylboronic Acid and CF_3~+ Reagent

机译:铜催化的烯烃间三氟甲基芳基化反应:芳基硼酸与CF_3〜+试剂的相互活化

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摘要

A novel copper-catalyzed intermolecular trifluoromethylarylation of alkenes is developed using less active ether-type Togni's reagent under mild reaction conditions. Various alkenes and diverse arylboronic acids are compatible with these conditions. Preliminary mechanistic studies reveal that a mutual activation process between arylboronic acid and CF_3~+ reagent is essential. In addition, the reaction might involve a rate-determining transmetalation, and the final aryl C-C bond is derived from reductive elimination of the aryl(alkyl)Cu(Ⅲ) intermediate.
机译:在温和的反应条件下,使用活性较低的醚型Togni's试剂开发了一种新型的铜催化的烯烃分子间三氟甲基芳基化反应。各种烯烃和各种芳基硼酸与这些条件相容。初步的机理研究表明,芳基硼酸和CF_3〜+试剂之间的相互活化过程是必不可少的。另外,该反应可能涉及确定速率的金属转移,并且最终的芳基C-C键源自对芳基(烷基)Cu(Ⅲ)中间体的还原消除。

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  • 来源
    《Journal of the American Chemical Society》 |2014年第29期|10202-10205|共4页
  • 作者单位

    State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, China, 200032;

    State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, China, 200032;

    State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, China, 200032;

    State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, China, 200032;

    State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, China, 200032;

  • 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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