A general preparation of pyridines and pyridones via the annulation of ketones and esters

…, J Wu, PG Dormer, IW Davies, D Hughes…

Index: Marcoux; Marcotte; Wu; Dormer; Davies; Hughes; Reider Journal of Organic Chemistry, 2001 , vol. 66, # 12 p. 4194 - 4199

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Citation Number: 50

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 β-position. The mechanism of the reaction was investigated by NMR and proceeds ...