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Construction of Substituted Benzene Rings by Palladium‐Catalyzed Direct Cross‐Coupling of Olefins: A Rapid Synthetic Route to 1,4‐Naphthoquinone and Its Derivatives
Author(s) -
Hu Peng,
Huang Shijun,
Xu Jing,
Shi ZhangJie,
Su Weiping
Publication year - 2011
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.201103380
Subject(s) - benzene , substituent , ring (chemistry) , chemistry , palladium , benzoquinone , combinatorial chemistry , alkyl , selectivity , styrene , coupling (piping) , medicinal chemistry , catalysis , organic chemistry , materials science , copolymer , polymer , metallurgy
Ring the changes : The direct cross‐coupling of electron‐deficient 1,4‐benzoquinone or its derivatives with electron‐rich alkyl vinyl ethers proceeds in a tandem manner to produce substituted benzene rings with good selectivity and in good to excellent yields (see scheme). The reaction has the potential for the rapid synthesis of diverse substituted benzene rings as it is not limited by substituent effects.