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Synthesis of Aryl Ethers from Benzoates through Carboxylate‐Directed CH‐Activating Alkoxylation with Concomitant Protodecarboxylation
Author(s) -
Bhadra Sukalyan,
Dzik Wojciech I.,
Gooßen Lukas J.
Publication year - 2013
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.201208755
Subject(s) - carboxylate , bimetallic strip , benzoates , aryl , chemistry , organic chemistry , catalysis , copper , medicinal chemistry , alkyl
One in, one out : In the presence of a copper/silver bimetallic catalyst system, aromatic carboxylate salts undergo ortho CH alkoxylation with concomitant loss of the carboxylate directing group in a protodecarboxylation step (see scheme, FG=functional group). This process provides a convenient synthetic access to the important class of aromatic ethers from widely available carboxylic acids.