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

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 undes...

Full description

Saved in:
Bibliographic Details
Published in:Angewandte Chemie 2015-07, Vol.127 (28), p.8377-8380
Main Authors: Park, Nathaniel H., Vinogradova, Ekaterina V., Surry, David S., Buchwald, Stephen L.
Format: Article
Language:English
Subjects:
Aminierung
Kreuzkupplung
Ligandendesign
Palladium
Synthesemethoden
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary: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 rational ligand design in facilitating challenging Pd‐catalyzed cross‐coupling reactions. Kupplung per Design: Die Arylierung sterisch anspruchsvoller α‐verzweigter sekundärer Amine wurde durch das Design neuer Palladiumkatalysatoren ermöglicht. Diese Katalysatoren unterdrücken den unerwünschten β‐Hydrid‐Eliminierungspfad und vermitteln somit effektiv die Kreuzkupplung einer Vielzahl von Aminnukleophilen mit Aryl‐ und Heteroarylelektrophilen.
ISSN:0044-8249
1521-3757
DOI:10.1002/ange.201502626