4.8 Article

Synthesis of Complex Phenols Enabled by a Rationally Designed Hydroxide Surrogate

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 16, Pages 4478-4482

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201700244

Keywords

cross-coupling; hydroxylation; medicinal chemistry; palladium; phenols

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The conversion of aryl halides to phenols under mild reaction conditions is a longstanding and formidable challenge in organic chemistry. Herein, we report the rational design of a broadly applicable Pd-catalyzed method to prepare phenols with benzaldehyde oxime as a hydroxide surrogate. These reactions occur under mildly basic conditions and enable the late-stage hydroxylation of several functionally-dense drug-like aryl halides.

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