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Mechanistic investigation of the NH-sulfoximination of sulfide. Evidence for λ 6 -sulfanenitrile intermediates.

We report a new procedure for the preparation of NH-sulfoximines from sulfides using PIDA as an oxidant and ammonium carbamate as the ammonia source. Excellent yields were obtained with a wide range of sulfides. The formation of acetoxy- and methoxy-λ6 -sulfanenitrile as intermediates was proposed, both of which were converted to the NH-sulfoximine by the action of the solvent. The structure of these intermediates was confirmed by1 H,13 C and15 N NMR and HRMS analysis.

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