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Nickel‐Catalyzed Directed Benzylation of Ortho C−H Bonds in Aromatic Amides through C−H/C−N Cleavage
Author(s) -
Li Jiawei,
Zheng Zhaojing,
Xiao Tiantian,
Xu PengFei,
Wei Hao
Publication year - 2018
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201700569
Subject(s) - chemistry , catalysis , moiety , cleavage (geology) , nickel , bond cleavage , medicinal chemistry , ammonium , stereochemistry , combinatorial chemistry , organic chemistry , geotechnical engineering , fracture (geology) , engineering
The cleavage of both sp 2 C−H and C−N bonds by a nickel‐catalyzed reaction of aromatic amides containing an 8‐aminoquinoline moiety with benzyl ammonium salts is reported. A wide variety of functional groups are tolerated in the reaction. Preliminary mechanistic investigations indicate that the reaction probably proceeds through a Ni I /Ni III catalytic pathway. This Ni‐catalyzed procedure provides an alternative approach to construct diarylmethane derivatives.