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Nickel‐Catalyzed Reductive Coupling for Transforming Unactivated Aryl Electrophiles into β‐Fluoroethylarenes

Authors :
Hongyao Zeng
Yan Jiang
Yingle Liu
Xia Tong
Li Youlin
Gen Luo
He Mengmeng
Yubin Zheng
Yi Yang
Source :
Chemistry – An Asian Journal. 15:156-162
Publication Year :
2019
Publisher :
Wiley, 2019.

Abstract

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.

Details

ISSN :
1861471X and 18614728
Volume :
15
Database :
OpenAIRE
Journal :
Chemistry – An Asian Journal
Accession number :
edsair.doi.dedup.....f10911f344264dd2280e38a7ecd84344