Divergent synthesis of arylated pyridin-2(1H)-one derivatives via metal-catalysed cross-coupling processes

Siddle, J. S., Batsanov, A. S., Caldwell, S. T. , Cooke, G. and Bryce, M. R. (2010) Divergent synthesis of arylated pyridin-2(1H)-one derivatives via metal-catalysed cross-coupling processes. Tetrahedron, 66(32), pp. 6138-6149. (doi:10.1016/j.tet.2010.05.108)

Full text not currently available from Enlighten.

Abstract

1,5-Di(hetero)arylated-pyridin-2(1H)-one derivatives have been readily obtained in good yields starting from 2-fluoro-5-pyridylboronic acid. The sequence comprises three steps: (i) palladium-catalysed Suzuki-Miyaura reaction; (ii) base-catalysed hydrolysis; (iii) copper-catalysed C-N coupling. X-ray crystal structures are reported for selected pyridin-2(1H)-one derivatives. These compounds are of interest as new scaffolds for drug discovery. .

Item Type:Articles
Keywords:2-HYDROXYPYRIDINES 2-PYRIDONE ACIDS ANALOGS Arylation Boronic acid C-N coupling Copper catalysis Cross-coupling CUPRIC ACETATE DIMETHYL-SULFOXIDE EFFICIENT EQUILIBRIUM HYDROGEN-BONDS N-ARYLATION Palladium catalysis Pyridine Pyridone Suzuki-Miyaura reaction
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Caldwell, Dr Stuart and Cooke, Professor Graeme
Authors: Siddle, J. S., Batsanov, A. S., Caldwell, S. T., Cooke, G., and Bryce, M. R.
College/School:College of Science and Engineering > School of Chemistry
Journal Name:Tetrahedron
ISSN:0040-4020

University Staff: Request a correction | Enlighten Editors: Update this record