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Palladium-Catalyzed Hydroxylation of Aryl and Heteroaryl Halides Enabled by the Use of a Palladacycle Precatalyst
Author(s) -
Chi Wai Cheung,
Stephen L. Buchwald
Publication year - 2014
Publication title -
the journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.2
H-Index - 228
eISSN - 1520-6904
pISSN - 0022-3263
DOI - 10.1021/jo500662s
Subject(s) - chemistry , palladium , halide , aryl , catalysis , hydroxylation , yield (engineering) , ligand (biochemistry) , organic chemistry , phenols , combinatorial chemistry , medicinal chemistry , alkyl , biochemistry , materials science , receptor , metallurgy , enzyme
A method for the hydroxylation of aryl and heteroaryl halides, promoted by a catalyst based on a biarylphosphine ligand tBuBrettPhos (L5) and its corresponding palladium precatalyst (1), is described. The reactions allow the cross-coupling of both potassium and cesium hydroxides with (hetero)aryl halides to afford a variety of phenols and hydroxylated heteroarenes in high to excellent yield.

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