Metalation of 2‐Methylpyridine Derivatives: Ethyl 6‐Methylpyridine‐2‐Acetate

Abstract

Metalation of 2‐Methylpyridine Derivatives: Ethyl 6‐Methylpyridine‐2‐Acetate reactant: 32.1 g. (0.300 mole) of 2,6‐lutidine product: ethyl 6‐methylpyridine‐2‐acetate

Expedient Synthesis of α-(2-Azaheteroaryl) Acetates via the Addition of Silyl Ketene Acetals to Azine-N-oxides

“…We found that these were among the most challenging substrates to synthesize via transition metal catalysis. Direct metalation approaches are known but severely limit reactant scope and compatibility. Our laboratory was therefore interested in developing a new protocol for the synthesis of α-(2-azaheteroaryl) acetates, which would be more amenable to diverse heterocyclic substrates and overcome some of the inherent limitations of traditional methods.…”