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Direct Oxidative Arylation of Aryl CH Bonds with Aryl Boronic Acids via Pd Catalysis Directed by the N , N ‐Dimethylaminomethyl Group
Author(s) -
Zhang JiCheng,
Shi JiangLing,
Wang BiQin,
Hu Ping,
Zhao KeQing,
Shi ZhangJie
Publication year - 2015
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.201403292
Subject(s) - aryl , regioselectivity , chemistry , palladium , catalysis , benzylamine , group (periodic table) , oxidative phosphorylation , functional group , combinatorial chemistry , oxidative coupling of methane , suzuki reaction , organic chemistry , biochemistry , alkyl , polymer
Biaryl skeletons were directly constructed via palladium‐catalyzed ortho ‐arylation of N , N ‐dimethyl benzylamine with aryl boronic acids with high efficiency and high regioselectivity under open‐flask conditions. The N,N ‐dimethylaminomethyl group was first applied as a directing group in such an oxidative coupling. Various substrates proved to be efficient coupling partners, furnishing the corresponding ortho ‐monoarylated or ‐diarylated arenes in moderate to good yields under mild conditions.