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Room-Temperature Nucleophilic Aromatic Substitution of 2‑Halopyridinium Ketene Hemiaminals with Sulfur Nucleophiles.


ABSTRACT: 2-Thiopyridines and their derivatives are a valuable class of bioactive compounds for drug discovery. However, many synthetic approaches toward these compounds rely on metal catalysis, high-boiling solvents, and/or elevated reaction temperatures. Herein we report 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.

SUBMITTER: Merklin JC 

PROVIDER: S-EPMC12676317 | biostudies-literature | 2025 Dec

REPOSITORIES: biostudies-literature