A new synthesis of naphthyridinones and quinolinones: palladium-catalyzed amidation of o-carbonyl-substituted aryl halides.
[reaction: see text] An alternative to the Friedlander condensation for the synthesis of naphthyridinones and quinolinones has been discovered. Palladium-catalyzed amidation of halo aromatics substituted in the ortho position by a carbonyl functional group or its equivalent with primary or secondary amides leads to the formation of substituted naphthyridinones and quinolinones.
Manley
Peter J
PJ
Department of Medicinal Chemistry, Merck and Co., Inc., P.O. Box 4, West Point, Pennsylvania 19486, USA. peter_manley@merck.com
Bilodeau
Mark T
MT