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General Copper‐Catalyzed Transformations of Functional Groups from Arylboronic Acids in Water
Author(s) -
Yang Haijun,
Li Yong,
Jiang Min,
Wang Junmei,
Fu Hua
Publication year - 2011
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201003711
Subject(s) - functional group , catalysis , chemistry , copper , aqueous solution , ammonia , environmentally friendly , solvent , aqueous medium , combinatorial chemistry , organic chemistry , ecology , biology , polymer
A simple and general copper‐catalyzed method has been developed for transformations of various functional groups (I, N 3 , SO 2 R, OH, NH 2 , and NO 2 ) on aromatic rings from arylboronic acids in water under air. The protocol uses cheap and readily available inorganic salts (KI, NaN 3 , NaSO 2 R, NaOH, NaNO 2 ) and aqueous ammonia as the functional‐group sources, simple Cu 2 O/NH 3 as the catalyst system, environmentally friendly water as the solvent, and oxygen in air as the oxidant. Importantly, the copper catalyst system in water was recyclable. This study should provide a useful strategy for interconversions of the functional groups on aromatic rings.