title: A general preparation of pyridines and pyridones via the annulation of ketones and esters.
abstract: A general preparation of pyridines 4a-f from stabilized ketones 3a-c and aryl ketones 3d-f is described. The annulation of stabilized esters 3g,h gives access to the corresponding 2-pyridones 4g,h. The annulation reactions proceed in fair to excellent yields (46-87%) with vinamidinium hexafluorophosphate salts 2a-d containing electron-withdrawing groups at the beta-position. The mechanism of the reaction was investigated by NMR and proceeds through the formation of a dienaminone intermediate.
authors.affiliation: Department of Process Research, Merck & Co., Inc., P.O. Box 2000, Rahway, New Jersey 07065, USA. jeff_marcoux@merck.com
authors.forename: J F
authors.initials: JF
authors.lastname: Marcoux
authors.forename: F A
authors.initials: FA
authors.lastname: Marcotte
authors.forename: J
authors.initials: J
authors.lastname: Wu
authors.forename: P G
authors.initials: PG
authors.lastname: Dormer
authors.forename: I W
authors.initials: IW
authors.lastname: Davies
authors.forename: D
authors.initials: D
authors.lastname: Hughes
authors.forename: P J
authors.initials: PJ
authors.lastname: Reider