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Palladium‐Catalyzed Aminocarbonylation of Aryl Chlorides at Atmospheric Pressure: The Dual Role of Sodium Phenoxide
Author(s) -
Martinelli Joseph R.,
Clark Thomas P.,
Watson Donald A.,
Munday Rachel H.,
Buchwald Stephen L.
Publication year - 2007
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.200702943
Subject(s) - catalysis , palladium , aryl , carbonylation , chemistry , atmospheric pressure , sodium , ligand (biochemistry) , functional group , transformation (genetics) , dual (grammatical number) , combinatorial chemistry , organic chemistry , carbon monoxide , receptor , art , biochemistry , alkyl , oceanography , polymer , literature , gene , geology
No pressure, no worries : A general, functional‐group‐tolerant, mild system for the Pd‐catalyzed carbonylation of aryl chlorides to the corresponding amides has been developed. The catalyst operates at 1 atm CO using an inexpensive, air‐stable, and commercially available ligand (see scheme, Cy=cyclohexyl). Sodium phenoxide is a critical additive in this transformation; its role has been studied using in situ IR spectroscopy.