Palladium-Catalyzed Negishi Cross-Coupling Reaction of Aryl Halides with (Difluoromethyl)zinc Reagent

Palladium-Catalyzed Negishi Cross-Coupling Reaction of Aryl Halides with (Difluoromethyl)zinc Reagent
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DOI:
10.1021/acs.orglett.6b01734
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发表时间:
2016-08-05
期刊:
影响因子:
5.2
通讯作者:
Mikami, Koichi
Mikami, Koichi
中科院分区:
化学1区
文献类型:
--
作者:
Aikawa, Kohsuke;Serizawa, Hiroki;Mikami, Koichi

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在钯的催化下,芳基碘和溴化物与含二胺的(二氟甲基)锌试剂(如TMEDA)发生Negishi交叉偶联反应,以很好到很好的产率得到二氟甲基化的芳香族化合物。二氟甲基锌试剂的优点是:(1)通过配体筛选可以容易地合成具有不同稳定性和反应活性的衍生物;(2)在没有活化剂的情况下,二氟甲基从锌试剂到钯催化剂的易位反应有效地进行。
The palladium-catalyzed Negishi cross-coupling reaction of aryl iodides and bromides with (difluoromethyl)zine reagent bearing a diamine such as TMEDA is achieved to provide the difluoromethylated aromatic compounds in good to excellent yields. The advantages of (difluoromethyl)zinc reagent are that (1) the derivatives, which possess different stability and reactivity, can be readily prepared via ligand screening and (2) transmetalation of a difluoromethyl group from the zinc reagent to palladium catalyst efficiently proceeds without an activator.