Issue 2, 2017

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

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.

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

Supplementary files

Article information

Article type
Communication
Submitted
07 11月 2016
Accepted
01 12月 2016
First published
01 12月 2016

Chem. Commun., 2017,53, 348-351

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

A. Tota, M. Zenzola, S. J. Chawner, S. S. John-Campbell, C. Carlucci, G. Romanazzi, L. Degennaro, J. A. Bull and R. Luisi, Chem. Commun., 2017, 53, 348 DOI: 10.1039/C6CC08891K

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements