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; Chawner, Stephen J.; John Campbell, Sahra St; Carlucci, Claudia; Romanazzi, Giuseppe; Degennaro, Leonardo; Bull, James A; Luisi, Renzo. - In: CHEMICAL COMMUNICATIONS. - ISSN 1359-7345. - STAMPA. - 53:2(2017), pp. 348-351. [10.1039/c6cc08891k]

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

ROMANAZZI, Giuseppe;
2017-01-01

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.
2017
Synthesis of NH-sulfoximines from sulfides by chemoselective one-pot N- and O-transfers / Tota, Arianna; Zenzola, Marina; Chawner, Stephen J.; John Campbell, Sahra St; Carlucci, Claudia; Romanazzi, Giuseppe; Degennaro, Leonardo; Bull, James A; Luisi, Renzo. - In: CHEMICAL COMMUNICATIONS. - ISSN 1359-7345. - STAMPA. - 53:2(2017), pp. 348-351. [10.1039/c6cc08891k]
File in questo prodotto:
File Dimensione Formato  
O-N-transfer-Sulfide_ChemCommun.pdf

accesso aperto

Descrizione: Submitted version
Tipologia: Documento in Pre-print
Licenza: Creative commons
Dimensione 1.37 MB
Formato Adobe PDF
1.37 MB Adobe PDF Visualizza/Apri

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11589/101706
Citazioni
  • Scopus 136
  • ???jsp.display-item.citation.isi??? 139
social impact