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Ligand-Enabled Catalytic C-H Arylation of Aliphatic Amines by a Four-Membered-Ring Cyclopalladation Pathway.


Type

Article

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Authors

He, Chuan 
Gaunt, Matthew J 

Abstract

A palladium-catalyzed CH arylation of aliphatic amines with arylboronic esters is described, proceeding through a four-membered-ring cyclopalladation pathway. Crucial to the successful outcome of this reaction is the action of an amino-acid-derived ligand. A range of hindered secondary amines and arylboronic esters are compatible with this process and the products of the arylation can be advanced to complex polycyclic molecules by sequential CH activation reactions.

Description

Keywords

CH activation, amines, amino acids, homogeneous catalysis, palladium

Journal Title

Angew Chem Int Ed Engl

Conference Name

Journal ISSN

1433-7851
1521-3773

Volume Title

54

Publisher

Wiley
Sponsorship
Engineering and Physical Sciences Research Council (EP/I00548X/1)
European Commission (656812)
We are grateful to EPSRC (C. H. & M. J. G.), ERC (M. J. G.) and the Marie Curie Foundation (C. H.) for funding. Mass spectrometry data were acquired at the EPSRC UK National Mass Spectrometry Facility at Swansea University.