Hydrogen-Bond-Promoted Friedel-Crafts Reaction of Secondary Propargylic Fluorides: Preparation of 1-Alkyl-1-aryl-2-alkynes
Hydrogen-Bond-Promoted Friedel-Crafts Reaction of Secondary Propargylic Fluorides: Preparation of 1-Alkyl-1-aryl-2-alkynes
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DOI：
10.1055/s-0036-1589057
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发表时间：
2017-12-01
期刊：
影响因子：
2
通讯作者：
Paquin, Jean-Francois
中科院分区：
文献类型：
--
作者：
Hamel, Jean-Denys;Beaudoin, Meggan;Paquin, Jean-Francois
我们报道芳香族丙基化可以实现与仲丙酰氟，从而提供1-烷基-1-芳基-2-炔。在本例中，氢键负责激活C-F键。大量过量的芳烃亲核试剂被证明是获得良好产率所必需的。
We report that aromatic propargylation is achievable with secondary propargylic fluorides, thus affording 1-alkyl-1-aryl-2-alkynes. In the present case, hydrogen bonding is responsible for the activation of the C-F bond. A large excess of arene nucleophile is shown to be necessary to achieve good yields.