Access to Saturated Fused Pyrimidine Derivatives via a Flexible N-Vinyl Tertiary Enamide Synthesis
Anthony A. Estrada*, Joseph P. Lyssikatos, Frédéric St-Jean, Philippe Bergeron
*Genentech, Small Molecule Drug Discovery 1 DNA Way, South
San Francisco, CA 94080, USA, Email: estrada.anthony
gene.com
A. A. Estrada, J. P. Lyssikatos, F. St-Jean, P. Bergeron, Synlett, 2011, 2387-2391.
DOI: 10.1055/s-0030-1261228
Abstract
An array of tetrasubstituted saturated fused pyrimidines has been synthesized through a simple and efficient one-pot operation. The strategic utilization of the N-PMB group enabled the construction of a broad range of N-vinyl tertiary enamide starting materials. This stands as a flexible approach to functionalized pyrimidines with the capability of manipulating either ketone, acid chloride, or nitrile reaction partners.
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Key Words
bicyclic compounds, enamides, imines, medicinal chemistry, pyrimidines
ID: J60-Y2011-2870
