Nickel-Catalyzed Defluorinative Reductive Cross-Coupling of gem-Difluoroalkenes with Unactivated Secondary and Tertiary Alkyl Halides

Nickel-Catalyzed Defluorinative Reductive Cross-Coupling of gem-Difluoroalkenes with Unactivated Secondary and Tertiary Alkyl Halides
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镍催化偕二氟烯烃与未活化的仲和叔烷基卤化物的脱氟还原交叉偶联

DOI:
10.1021/jacs.7b06469
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发表时间:
2017-09-13
影响因子:
15
通讯作者:
Fu, Yao
Fu, Yao
中科院分区:
化学1区
文献类型:
--
作者:
Lu, Xi;Wang, Yan;Fu, Yao

文献摘要

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在这里,我们描述了镍催化的单氟烯化反应,通过脱氟还原交叉偶联的宝石-二氟烯烃与烷基卤化物。该策略成功的关键是C- F裂解与烷基卤化物活化的结合。该反应可以在温和的反应条件下方便地合成多种功能化单氟烯烃,具有广泛的官能团相容性和优异的z选择性。镍催化与(Bpin)(2)/K3PO4作为末端还原剂的结合促进了C(sp(2))-C(sp(3))的高效生成,特别是生成了具有高化学选择性的全碳季中心。
Herein, we described a nickel-catalyzed monofluoroalkenylation through defluorinative reductive cross-coupling of gem-difluoroalkenes with alkyl halides. Key to the success of this strategy is the combination of C- F cleavage with alkyl halides activation. This reaction enables the convenient synthesis of a large variety of functionalized monofluoroalkenes under mild reaction conditions with broad functional group compatibility and excellent Z-selectivity. The combination of Ni catalysis with (Bpin)(2)/K3PO4 as terminal reductant promoted the efficient C(sp(2))-C(sp(3)) formation especially the generation of all-carbon quatemary centers with high chemoselectivity.