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A Novel One‐pot Synthesis of Biaryl Derivatives by Sequential Strategies via Suzuki Coupling/Knoevenagel Condensation in Aqueous Medium at Room Temperature
Author(s) -
Zhang Zhanyi,
Zheng Jia,
Du Qingwei,
Zhang Wei,
Li Yiqun
Publication year - 2012
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201100700
Subject(s) - chemistry , knoevenagel condensation , phenylboronic acid , combinatorial chemistry , amide , suzuki reaction , organic chemistry , aqueous solution , aqueous medium , nitrile , methylene , one pot synthesis , palladium , catalysis
Abstract A novel one‐pot synthesis of biaryl derivatives has been developed starting from bromobenzaldehyde and phenylboronic acid in the presence of activated methylene compounds via sequential Suzuki coupling/Knoevenagel condensation in aqueous isopropanol medium at room temperature. Significantly, this strategy afforded a straightforward and efficient approach to construct original biaryls in which a new carbon double bond bound to activated moieties such as nitrile, ester and amide is formed from three simple substrates in a one‐pot procedure. Moreover, a wide scope of substrates could effectively participate in the process affording the target products in moderate to excellent yields.