首页|Nickel-Catalyzed Regio-and Stereoselective Defluorinative Arylation of gem-Difluorinated Cyclopropanes

Nickel-Catalyzed Regio-and Stereoselective Defluorinative Arylation of gem-Difluorinated Cyclopropanes

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Herein,we report nickel-catalyzed cross-coupling of gem-difluorinated cyclopropanes with boronic acids,providing the corresponding arylated 2-fluoroallylic scaffolds.This approach used commercially available phosphine ligand Xantphos to obtain monofluorinated al-kenes with high regioselectivity and Z-stereoselectivity Mechanistic studies proposed a Ni(Ⅱ)-fluoroallyl pathway and excluded the radical pathway.Meanwhile,DFT study of the reductive elimination clarified the origin of the high linear selectivity.

NickelMonofluoroolefinCyclopropaneRegioselectivityStereoselectivityC-C couplingCross-couplingSynthetic methods

Shutao Qi、Yunkai Hua、Liangkai Pan、Junfeng Yang、Junliang Zhang

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Department of Chemistry,Fudan University,2005 Songhu Road,Shanghai 200438,China

Fudan Zhangjiang Institute,Shanghai 201203,China

School of Chemistry and Chemical Engineering,Henan Normal University,Xinxiang,Henan 453007,China

国家重点研发计划NSFCNSFCNSFCSTCSM上海市教委项目

2021YFF070160021901043219210032203100421ZR144590020212308

2024

中国化学(英文版)
中国化学会 上海有机化学研究所

中国化学(英文版)

CSTPCD
影响因子:0.848
ISSN:1001-604X
年,卷(期):2024.42(8)
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