Ligand-Enabled Catalytic C–H Arylation of Aliphatic Amines via a Four Membered Ring Cyclopalladation Pathway
Angewandte Chemie International Edition
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He, C., & Gaunt, M. (2015). Ligand-Enabled Catalytic C–H Arylation of Aliphatic Amines via a Four Membered Ring Cyclopalladation Pathway. Angewandte Chemie International Edition, 54 15840-15844. https://doi.org/10.1002/anie.201508912
A palladium-catalyzed C–H arylation of aliphatic amines with arylboronic esters is described via 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 via sequential C–H activation reactions.
palladium, C–H arylation, aliphatic amines, amino acid derived ligand, homogeneous catalysis
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.
European Commission (656812)
External DOI: https://doi.org/10.1002/anie.201508912
This record's URL: https://www.repository.cam.ac.uk/handle/1810/251443