Synthesis of Lithium 1-Alkynesulfenates by the Mild Oxidation of Thiolates with a Pinacolone-Derived N-Sulfonyloxaziridine

@inproceedings{Sandrinelli2006SynthesisOL,
  title={Synthesis of Lithium 1-Alkynesulfenates by the Mild Oxidation of Thiolates with a Pinacolone-Derived N-Sulfonyloxaziridine},
  author={Franck J Sandrinelli and C{\'e}dric Boudou and Caroline Caup{\`e}ne and Marie-Th{\'e}r{\`e}se Averbuch-Pouchot and St{\'e}phane Perrio and Patrick Metzner},
  year={2006}
}
Lithium 1-alkynethiolates, generated by a base-induced ring cleavage of 4-substituted 1,2,3-thiadiazoles, were efficiently converted into the corresponding sulfenate salts by mild oxidation using an N-sulfonyloxaziridine derived from pinacolone. In situ S-alkylation with alkyl halides led to α,β-acetylenic sulfoxides.