Oxidation & 1, 5-hydride shift of sulfoximine derivatives
[ACCESS RESTRICTED TO THE UNIVERSITY OF MISSOURI-COLUMBIA AT AUTHOR'S REQUEST.] Oxidation of N-alkyl and N-aryl sulfoximines and 1,5-hydride shift of S-alkenyl sulfoximines have been studied. Oxidation of N-alkyl sulfoximines using dimethyldioxirane gave sulfones and nitroso derivatives. A mechanism for the process was proposed. Thermal isomerization and decomposition of different N-substituted and S-alkenyl sulfoximines was studied. Cyclic sulfoximines and N-H sulfoximines were obtained. Reactivity was compared. Stereocenters and isomerization of cyclic products were studied. 1,5-Hydride shift was proposed as the mechanism for these transformations.
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