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Design of New Ligands for the Palladium-Catalyzed Arylation of ?-Branched Secondary Amines.


ABSTRACT: In Pd-catalyzed C-N cross-coupling reactions, ?-branched secondary amines are difficult coupling partners and the desired products are often produced in low yields. In order to provide a robust method for accessing N-aryl ?-branched tertiary amines, new catalysts have been designed to suppress undesired side reactions often encountered when these amine nucleophiles are used. These advances enabled the arylation of a wide array of sterically encumbered amines, highlighting the importance of rational ligand design in facilitating challenging Pd-catalyzed cross-coupling reactions.

SUBMITTER: Park NH 

PROVIDER: S-EPMC4490068 | biostudies-literature | 2015 Jul

REPOSITORIES: biostudies-literature

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Design of New Ligands for the Palladium-Catalyzed Arylation of α-Branched Secondary Amines.

Park Nathaniel H NH   Vinogradova Ekaterina V EV   Surry David S DS   Buchwald Stephen L SL  

Angewandte Chemie (International ed. in English) 20150601 28


In Pd-catalyzed C-N cross-coupling reactions, α-branched secondary amines are difficult coupling partners and the desired products are often produced in low yields. In order to provide a robust method for accessing N-aryl α-branched tertiary amines, new catalysts have been designed to suppress undesired side reactions often encountered when these amine nucleophiles are used. These advances enabled the arylation of a wide array of sterically encumbered amines, highlighting the importance of ratio  ...[more]

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