Mechanistic investigation of the NH-sulfoximination of sulfide. Evidence for λ6-sulfanenitrile intermediates - Archive ouverte HAL Access content directly
Journal Articles Chemical Communications Year : 2017

Mechanistic investigation of the NH-sulfoximination of sulfide. Evidence for λ6-sulfanenitrile intermediates

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Abstract

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 by 1H, 13C and 15N NMR and HRMS analysis.
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hal-02376142 , version 1 (22-11-2019)

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Jean-François Lohier, Thomas Glachet, Hamid Marzag, Annie-Claude Gaumont, Vincent Reboul. Mechanistic investigation of the NH-sulfoximination of sulfide. Evidence for λ6-sulfanenitrile intermediates. Chemical Communications, 2017, 53 (12), pp.2064-2067. ⟨10.1039/c6cc09940h⟩. ⟨hal-02376142⟩
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