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2005Darbeau Ron W; Alvarez Noe T; Trahan Gregory A; Fronczek Frank R
Investigating the reaction of N-carbobenzoxy-O-carbobenzoxy- hydroxylamine with dimethyl sulfoxide: formation of S,S-dimethyl-N-[(phenylmethoxy)- carbonyl]sulfoximine.
The Journal of organic chemistry 2005;70(23):9599-602.
[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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