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Oxygen‐promoted Palladium‐on‐Carbon‐catalyzed Ligand‐free Suzuki Reaction for the Synthesis of Heterobiaryls in Aqueous Media
Author(s) -
Rao Xiaofeng,
Liu Chun,
Xing Yang,
Fu Yao,
Qiu Jieshan,
Jin Zilin
Publication year - 2013
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.201300053
Subject(s) - chemistry , catalysis , palladium , ligand (biochemistry) , halide , suzuki reaction , aqueous solution , aqueous medium , oxygen , combinatorial chemistry , molecular oxygen , coupling reaction , organic chemistry , receptor , biochemistry
We report a practical and highly efficient protocol for the synthesis of heterobiaryls by a Pd/C‐catalyzed Suzuki reaction under aqueous, aerobic, and ligand‐free conditions. This ligand‐free catalytic system tolerates a broad range of functional groups in both coupling partners. A variety of heteroaryl halides were coupled with arylboronic acids to give the corresponding heterobiaryls in good to excellent yields. Moreover, the results demonstrated that the Pd/C‐catalyzed heterogeneous Suzuki reaction is promoted by oxygen.