4.5 Article

A Novel One-pot Synthesis of Biaryl Derivatives by Sequential Strategies via Suzuki Coupling/Knoevenagel Condensation in Aqueous Medium at Room Temperature

Journal

CHINESE JOURNAL OF CHEMISTRY
Volume 30, Issue 7, Pages 1543-1547

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/cjoc.201100700

Keywords

one pot; Suzuki reaction; Knoevenagel reaction; sequential reaction; aqueous medium

Funding

  1. National Natural Science Foundation of China [21072077, 20672046]
  2. Guangdong Natural Science Foundation [10151063201000051, 8151063201000016]

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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.

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