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CC Coupling Through Intramolecular Dual CH Activation Directed by a Removable Carboxylate Group: A Method for the Synthesis of Fluorenones under Mild Reaction Conditions
Author(s) -
Liu Lu,
Wang Fang,
Li Zhenghong,
Wang Jianhui
Publication year - 2014
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.201402035
Subject(s) - chemistry , intramolecular force , carboxylate , substrate (aquarium) , catalysis , palladium , coupling reaction , group (periodic table) , combinatorial chemistry , functional group , reaction conditions , medicinal chemistry , stereochemistry , photochemistry , organic chemistry , oceanography , polymer , geology
A highly efficient method for the synthesis of fluorenones through a palladium‐catalyzed intramolecular oxidative coupling reaction via dual CH activations is reported. In this reaction, substituted fluorenones were obtained in moderate to high yields from diphenylacetic acid and its derivatives as substrates. The carboxylate, as a removable directing group, plays an important role in the dual CH activations of the substrate. The current method provides an efficient synthetic route for producing a variety of substituted fluorenones under mild reaction conditions.