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Nickel-Catalyzed Reductive Coupling for Transforming Unactivated Aryl Electrophiles into β-Fluoroethylarenes.
Chemistry - An Asian Journal ( IF 4.1 ) Pub Date : 2019-11-21 , DOI: 10.1002/asia.201901490
Yi Yang 1 , Gen Luo 1 , Youlin Li 1 , Xia Tong 1 , Mengmeng He 1 , Hongyao Zeng 2 , Yan Jiang 1 , Yingle Liu 1 , Yubin Zheng 1
Affiliation  

We report herein a facile synthetic method for converting unactivated (hetero)aryl electrophiles into β-fluoroethylated (hetero)arenes via nickel-catalyzed reductive cross-couplings. This coupling reaction features the involvement of FCH2 CH2 radical intermediate rather than β-fluoroethyl manganese species which provides effective solutions to the problematic β-fluoride side eliminations. The practical value of this protocol is further demonstrated by the late-stage modification of several complex ArCl or ArOH-derived bioactive molecules.

中文翻译:

镍催化还原偶联,用于将未活化的芳基亲电试剂转化为β-氟乙基芳烃。

我们在本文中报道了一种通过镍催化的还原性交叉偶联将未活化的(杂)芳基亲电试剂转化为β-氟乙基化的(杂)芳烃的简便合成方法。该偶合反应的特征是参与了FCH2 CH2自由基中间体而不是β-氟乙基锰物种的存在,从而为解决有问题的β-氟化物侧消除提供了有效的解决方案。该协议的实用价值通过对几个复杂的ArCl或ArOH衍生的生物活性分子的后期修饰进一步证明。
更新日期:2019-12-11
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