Premium
Palladium/Copper‐Catalyzed Di‐α‐arylation of Acetic Acid Esters
Author(s) -
Song Bingrui,
Himmler Thomas,
Gooßen Lukas J.
Publication year - 2011
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201100172
Subject(s) - chemistry , palladium , catalysis , aryl , copper , bimetallic strip , halide , phosphine , alkyl , deprotonation , acetic acid , organic chemistry , medicinal chemistry , polymer chemistry , ion
A bimetallic palladium/copper catalyst system was found to effectively promote the diarylation of alkyl acetates with aryl halides under unprecedentedly mild conditions. The phenanthroline‐copper‐phosphine catalyst stabilizes the enolate intermediate to the extent that the deprotonation of esters can be achieved even with the mild base potassium phosphate. The palladium tri‐ tert ‐butylphosphine co‐catalyst mediates the coupling of the resulting copper enolate with a wide variety of aryl halides with selective formation of the corresponding diarylacetic acid esters.