Generation of Sulfenate Salts via Ipso-substitution of Azaheterocyclic Sulfoxides. First Preparation and Characterization of Sodium 2-Pyridinesulfenate
2-Alkyl- or 2-aryl-sulfinylpyridine N-oxides undergo ipsosubstitution reaction with sodium ethoxide to afford sodium sulfenates which were converted soon to the corresponding sulfinates upon contact with oxygen.Sodium 2-pyridinesulfenate was prepared and characterized by FT-IR as the first example of stable sulfenate.
A CONVENIENT PREPARATION OF SULFINIC ACIDS BY THE REACTION OF 2-SULFONYLPYRIDINES AND THEIR N-OXIDES WITH NUCLEOPHILES
Ipso-substitution reaction of 2-sulfonylpyridines and their N-oxides with alkoxide or thiolate anion afforded the sodium salts of sulfinic acids together with the corresponding substitution product in high yields.This procedure becomes a convenient and versatile method for preparation of various sulfinic acids.