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

Chem Commun (Camb). 2016 Dec 22;53(2):348-351. doi: 10.1039/c6cc08891k.

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.

Publication types

  • Research Support, Non-U.S. Gov't