Synthesis of 6-Substituted-4-Hydroxy-2-pyridinones via Intramolecular Ketene Trapping of Functionalized Enamine-Dioxinones
Bhavesh H. Patel, Andrew M. Mason and Anthony G. M. Barrett*
*Department of Chemistry, Imperial College, London SW7 2AZ,
U.K., and GlaxoSmithKline R&D, Gunnels Wood Road, Stevenage, Herts SG1 2NY, U.K.,
Email: agm.barrett
imperial.ac.uk
B. H. Patel, A. M. Mason, A. G. M. Barrett, Org. Lett., 2011, 13, 5156-5159.
DOI: 10.1021/ol202028t
Abstract
Enamine formation of substituted keto-dioxinones followed by thermolysis and cyclization-aromatization enables the synthesis of various 6-substituted-4-hydroxy-2-pyridinones in good yields. The functionalized keto-dioxinones were constructed via a diethylzinc mediated crossed Claisen condensation reaction.
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Key Words
ID: J54-Y2011-2860
