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Superelectrophilic activation in superacid HF/SbF5: Expanding molecular diversity in nitrogen-containing compounds series by fluorination
Journal of Fluorine Chemistry ( IF 1.9 ) Pub Date : 2018-05-05 , DOI: 10.1016/j.jfluchem.2018.04.017
Bastien Michelet , Hélène Carreyre , Frédéric Lecornué , Agnès Mingot , Sébastien Thibaudeau

In superacid, such as HF/SbF5, functionalized organic molecules can be (poly)protonated to deliver cationic species which can react with very poor nucleophiles. This superelectrophilic activation can be applied to the development of unprecedented organic reactions. Through the use of ammonium-carbenium dications, activated keteniminium, or other modes of superelectrophilic activation, fluorinated nitrogen-containing building blocks can be efficiently generated. This mode of activation can also be applied for the late-stage insertion of fluorinated moieties on elaborated synthetic or natural bioactive compounds.



中文翻译:

超酸HF / SbF 5中的超亲电子活化:通过氟化扩大含氮化合物系列中的分子多样性

在超酸(例如HF / SbF 5)中,可以对官能化的有机分子进行(聚)质子化,以传递可以与非常差的亲核试剂反应的阳离子。这种超亲电子活化作用可用于开发前所未有的有机反应。通过使用铵碳carb离子,活化的酮亚胺或其他超亲电活化方式,可以有效地产生氟化的含氮结构单元。这种活化方式也可用于在合成的或天然的生物活性化合物上后期插入氟化部分。

更新日期:2018-05-05
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