title: Mechanistic investigation of the NH-sulfoximination of sulfide. Evidence for λ6-sulfanenitrile intermediates.
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 by1H,13C and15N NMR and HRMS analysis.
authors.affiliation: Normandie Univ, Laboratoire de Chimie Moléculaire et Thioorganique, UMR CNRS 6507, INC3M, FR 3038, ENSICAEN & Université de Caen-Normandie, 14050 Caen, France. vincent.reboul@ensicaen.fr.
authors.forename: Jean-François
authors.initials: JF
authors.lastname: Lohier
authors.affiliation: Normandie Univ, Laboratoire de Chimie Moléculaire et Thioorganique, UMR CNRS 6507, INC3M, FR 3038, ENSICAEN & Université de Caen-Normandie, 14050 Caen, France. vincent.reboul@ensicaen.fr.
authors.forename: Thomas
authors.initials: T
authors.lastname: Glachet
authors.affiliation: Normandie Univ, Laboratoire de Chimie Moléculaire et Thioorganique, UMR CNRS 6507, INC3M, FR 3038, ENSICAEN & Université de Caen-Normandie, 14050 Caen, France. vincent.reboul@ensicaen.fr.
authors.forename: Hamid
authors.initials: H
authors.lastname: Marzag
authors.affiliation: Normandie Univ, Laboratoire de Chimie Moléculaire et Thioorganique, UMR CNRS 6507, INC3M, FR 3038, ENSICAEN & Université de Caen-Normandie, 14050 Caen, France. vincent.reboul@ensicaen.fr.
authors.forename: Annie-Claude
authors.initials: AC
authors.lastname: Gaumont
authors.affiliation: Normandie Univ, Laboratoire de Chimie Moléculaire et Thioorganique, UMR CNRS 6507, INC3M, FR 3038, ENSICAEN & Université de Caen-Normandie, 14050 Caen, France. vincent.reboul@ensicaen.fr.
authors.forename: Vincent
authors.identifier: http://orcid.org/0000-0002-1474-4065
authors.initials: V
authors.lastname: Reboul