NiH-Catalyzed Migratory Defluorinative Olefin Cross-Coupling: Trifluoromethyl-Substituted Alkenes as Acceptor Olefins to Form gem-Difluoroalkenes

被引:130
作者
Chen, Fenglin [1 ]
Xu, Xianfeng [1 ]
He, Yuli [1 ]
Huang, Genping [2 ,3 ]
Zhu, Shaolin [1 ]
机构
[1] Nanjing Univ, State Key Lab Coordinat Chem, Jiangsu Key Lab Adv Organ Mat, Chem & Biomed Innovat Ctr ChemBIC,Sch Chem & Chem, Nanjing 210093, Jiangsu, Peoples R China
[2] Tianjin Univ, Sch Sci, Dept Chem, Tianjin 300072, Peoples R China
[3] Collaborat Innovat Ctr Chem Sci & Engn Tianjin, Tianjin 300072, Peoples R China
关键词
C-H activation; cross-coupling; isomerization; nickel; regioselectivity; C-F; ISOMERIZATION-HYDROBORATION; DIAZO-COMPOUNDS; REMOTE; FUNCTIONALIZATION; HYDROARYLATION; ARYLATION; DIFLUOROOLEFINATION; HYDROSILYLATION; CARBOXYLATION;
D O I
10.1002/anie.201915840
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We report a NiH-catalyzed migratory defluorinative coupling between two electronically differentiated olefins. A broad range of unactivated donor olefins can be joined directly to acceptor olefins containing an electron-deficient trifluoromethyl substituent in both intra- and intermolecular fashion to form gem-difluoroalkenes. This migratory coupling shows both site- and chemoselectivity under mild conditions, with the formation of a tertiary or quaternary carbon center.
引用
收藏
页码:5398 / 5402
页数:5
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