Investigating the reaction of N-carbobenzoxy-O-carbobenzoxy- hydroxylamine with dimethyl sulfoxide: formation of S,S-dimethyl-N-[(phenylmethoxy)- carbonyl]sulfoximine |
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| Authors: | Darbeau Ron W Alvarez Noe T Trahan Gregory A Fronczek Frank R |
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| Affiliation: | Department of Chemistry, McNeese State University, Lake Charles, Louisiana 70609, USA. rdarbeau@mail.mcneese.edu |
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| Abstract: | [Reaction: see text]. N-carbobenzoxy-O-carbobenzoxyhydroxylamine (1a) underwent a thermally induced reaction in DMSO in which there is net N-alpha-eliminative oxidation with tandem oxidative incorporation of DMSO to yield S,S-dimethyl-N-[(phenylmethoxy)carbonyl]sulfoximine. Mechanisms for the formation of the sulfoximine are presented as well as the product characterizations, including the X-ray crystal structure. |
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