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Catalytic Decarboxylative Cross‐Coupling of Aryl Chlorides and Benzoates without Activating ortho Substituents
Author(s) -
Tang Jie,
Biafora Agostino,
Goossen Lukas J.
Publication year - 2015
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.201505843
Subject(s) - benzoates , aryl , catalysis , chemistry , decarboxylation , medicinal chemistry , coupling (piping) , organic chemistry , materials science , alkyl , metallurgy
The restriction of decarboxylative cross‐coupling reactions to ortho ‐substituted or heterocyclic carboxylate substrates was overcome by holistic optimization of a bimetallic Cu/Pd catalyst system. The combination of a CuI/Me 4 phen decarboxylation catalyst and a [(MeCN) 4 Pd](OTf) 2 /XPhos cross‐coupling catalyst enables the synthesis of biaryls from inexpensive aryl chlorides and potassium benzoates regardless of their substitution pattern.