ChemInform Abstract: Preparation of N‐Alkyl 2‐Pyridones via a Lithium Iodide Promoted O‐ to N‐Alkyl Migration: Scope and Mechanism.

Abstract

In the presence of LiI, a number of 2‐benzyloxy‐, 2‐allyloxy‐, and 2‐propargyloxypyridines undergoes efficient migration to afford N‐alkylated 2‐pyridones.

Synthesis of Highly Conjugated Functionalized 2-Pyridones by Palladium-Catalyzed Aerobic Oxidative Dicarbonation Reactions of N-(Furan-2-ylmethyl) Alkyne Amides and Alkenes as Coupling Partners

“…3 2-Pyridones are typically synthesized by oxidation of pyridines, 4 but this method usually requires strong oxidants, an acidic medium, or a high temperature, making it unsuitable for molecules with sensitive functional groups. In recent years, many powerful alternative approaches for the construction of 2-pyridones have been developed, including migratory rearrangement of 2-substituted pyridines, 5 Guareschi−Thorpe condensation reactions of acyclic nitrogencontaining compounds, 6 directing-group-assisted intermolecular C−H annulation reactions, 7 cycloaddition reactions of alkynes and isocyanates, 8 the Blaise reaction, 9 and cycloisomerization reactions of N-alkenyl alkynylamides. 10 However, even with these methods, multiple steps are necessary to access highly conjugated functionalized 2-pyridones with potential photoelectric application.…”