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A Ligand‐Enabled Palladium‐Catalyzed Highly para ‐Selective Difluoromethylation of Aromatic Ketones
Author(s) -
Tu Guangliang,
Yuan Chunchen,
Li Yuting,
Zhang Jingyu,
Zhao Yingsheng
Publication year - 2018
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201809788
Subject(s) - palladium , triphenylphosphine , chemistry , ligand (biochemistry) , catalysis , combinatorial chemistry , organic chemistry , receptor , biochemistry
Abstract A practical and highly para ‐selective C−H difluoromethylation of aromatic ketones has been developed by employing tetrakis(triphenylphosphine)palladium(0) as the catalyst and triphenylphosphine as the ligand. In addition to general aromatic ketones, this transformation was compatible with bioactive compounds and well‐known drugs, such as oxybenzone, ketoprofen, zaltoprofen, and propafenone. Moreover, a mechanistic study revealed that a palladium intermediate coordinated by a carbonyl group promotes highly para ‐selective difluoromethylation.