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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 international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201700244
Subject(s) - phenols , benzaldehyde , aryl , organic chemistry , chemistry , hydroxide , hydroxylation , halide , oxime , combinatorial chemistry , 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.