title: Pyridin-2-one synthesis using ester enolates and aryl aminoaldehydes and ketones.
abstract: An aldol-like cyclocondensation has been used to prepare heterocyclic-fused pyridin-2-ones from aminoaldehydes and ketones upon treatment with a lithium enolate of ethyl acetate or α-substituted acetates. These motifs are present in a large number of biologically active natural products and synthetic compounds and can be accessed using mild reaction conditions using readily available starting materials. This methodology allows access to pyrimidinopyridin-2-ones, pyrazolopyridin-2-ones, and pyridopyridazine diones with varying substitution patterns.
authors.affiliation: Department of Chemistry, University of New Orleans , 2000 Lakeshore Drive, New Orleans, Louisiana 70148, United States.
authors.forename: Tushar
authors.initials: T
authors.lastname: Apsunde
authors.forename: Ryan P
authors.initials: RP
authors.lastname: Wurz
mesh_terms: D002264:Carboxylic Acids / Q000737:chemistry*; D002384:Catalysis; D004952:Esters; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D011728:Pyridones / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D002264:Carboxylic Acids; D004952:Esters; D007659:Ketones; D011728:Pyridones