Room temperature nucleophilic aromatic substitution of 2-halopyridinium ketene hemiaminals with sulfur nucleophiles

2-Thiopyridines and their derivatives are a valuable class of bioactive compounds for drug discovery. Herein we report preliminary results of a simple mix-and-stir protocol for the synthesis of novel 2-thiopyridiniums leveraging the recently developed reagent, 2-chloro-1-(1-ethoxyvinyl)pyridinium triflate, and readily accessible thiol or thiolate nucleophiles.