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Nickel‐Catalyzed Reductive Coupling for Transforming Unactivated Aryl Electrophiles into β‐Fluoroethylarenes
Author(s) -
Yang Yi,
Luo Gen,
Li Youlin,
Tong Xia,
He Mengmeng,
Zeng Hongyao,
Jiang Yan,
Liu Yingle,
Zheng Yubin
Publication year - 2020
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201901490
Subject(s) - electrophile , aryl , combinatorial chemistry , nickel , catalysis , manganese , reductive elimination , chemistry , fluoride , coupling (piping) , organic chemistry , materials science , inorganic chemistry , alkyl , metallurgy
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 FCH 2 CH 2 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.