Palladium-Catalyzed Oxidative Synthesis of Unsymmetrical Azophenols

A straightforward palladium-catalyzed oxidative hydroxylation of azobenzenes is reported. The developed methodology tolerates various functional groups and allows the synthesis of diverse unsymmetrical azophenols under mild conditions in good to excellent yields. A complementary procedure was also i...

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Bibliographic Details
Published in:Journal of organic chemistry 2016-03, Vol.81 (5), p.1850-1857
Main Authors: Nguyen, Thi Hong Long, Gigant, Nicolas, Delarue-Cochin, Sandrine, Joseph, Delphine
Format: Article
Language:English
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Summary:A straightforward palladium-catalyzed oxidative hydroxylation of azobenzenes is reported. The developed methodology tolerates various functional groups and allows the synthesis of diverse unsymmetrical azophenols under mild conditions in good to excellent yields. A complementary procedure was also investigated by in situ generation of PIFA. This study represents the first general method for the synthesis of o-hydroxyazobenzenes starting from simple azoarenes.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.5b02614