Synthesis of NH-sulfoximines from sulfides by chemoselective one-pot N- and O-transfers. Issue 2 (8th December 2016)

• Record Type: Journal Article
• Authors: Tota, Arianna; Zenzola, Marina; Chawner, Stephen J.; John-Campbell, Sahra St; Carlucci, Claudia; Romanazzi, Giuseppe; Degennaro, Leonardo; Bull, James A.; Luisi, Renzo
• Is Part Of: Chemical communications. Volume 53:Issue 2(2017)
• Page Start: 348
• Page End: 351
• Publication Date: 2016-12-08
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c6cc08891k
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : Direct synthesis of NH-sulfoximines from sulfides has been achieved through O and NH transfer in the same reaction, occurring with complete selectivity. Abstract : Direct synthesis of NH-sulfoximines from sulfides has been achieved through O and NH transfer in the same reaction, occurring with complete selectivity. The reaction is mediated by bisacetoxyiodobenzene under simple conditions and employs inexpensive N-sources. Preliminary studies indicate that NH-transfer is likely to be first, followed by oxidation, but the reaction proceeds successfully in either order. A wide range of functional groups and biologically relevant compounds are tolerated. The use of AcO 15 NH4 affords 15 N-labeled compounds.