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Synthesis of Complex Phenols Enabled by a Rationally Designed Hydroxide Surrogate
Author(s) -
Fier Patrick S.,
Maloney Kevin M.
Publication year - 2017
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201700244
Subject(s) - phenols , benzaldehyde , chemistry , hydroxide , aryl , organic chemistry , halide , hydroxylation , combinatorial chemistry , oxime , catalysis , alkyl , enzyme
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.