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 AcO15NH4 affords 15N-labeled compounds.

Synthesis of NH-sulfoximines from sulfides by chemoselective one-pot N- and O-transfers

TOTA, ARIANNA;ZENZOLA, MARINA;CARLUCCI, CLAUDIA;ROMANAZZI, GIUSEPPE;DEGENNARO, LEONARDO;LUISI, Renzo
2017

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 AcO15NH4 affords 15N-labeled compounds.
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11586/183471
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