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A Mild Palladium‐Catalyzed Suzuki Coupling Reaction of Quinoline Carboxylates with Boronic Acids
Author(s) -
Li Wenjie,
Gao Joe J.,
Zhang Yongda,
Tang Wenjun,
Lee Heewon,
Fandrick Keith R.,
Lu Bruce,
Senanayake Chris H.
Publication year - 2011
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201100141
Subject(s) - chemistry , palladium , suzuki reaction , quinoline , aryl , reactivity (psychology) , catalysis , boronic acid , combinatorial chemistry , base (topology) , organic chemistry , coupling reaction , pathology , medicine , mathematical analysis , alkyl , alternative medicine , mathematics
A palladium‐catalyzed cross‐coupling between aryl carboxylates and boronic acids has been achieved for the first time by taking advantage of the enhanced reactivity of quinoline 4‐carboxylates. Also for the first time a Suzuki coupling reaction via a self‐activation of boronic acids without addition of base is described. The reactions proceed under mild conditions (25–65 °C) to give excellent yields, and a wide range of functionalities is tolerated.