Jump to main content
Jump to site search

Issue 5, 2014
Previous Article Next Article

Tetrazole amides as hydrogen-bonding donor catalysts in the chemoselective oxidation of sulphides and disulphides

Author affiliations

Abstract

The oxidation of organosulphides catalyzed by hydrogen bonding donors deriving from aminotetrazole has been studied. The oxidation reaction was performed in CH2Cl2 solution using TBHP (1.1 eq.) as a versatile and chemoselective new catalyst to sulfoxides. 5 mol.% catalyst loading afforded organosulfoxides with complete conversion and yields around 90–95%. Tetrazole amide derivatives can be easily recovered by simple filtration and reused several times. Reactions were carried out in scales ranging between mg and multigram in order to test the robustness of the process. 1H-NMR studies and DFT calculations were exploited to disclose the role of tetrazole amide–TBHP complexes in the sulphides oxidation reaction as new performing catalysts.

Graphical abstract: Tetrazole amides as hydrogen-bonding donor catalysts in the chemoselective oxidation of sulphides and disulphides

Back to tab navigation

Supplementary files

Publication details

The article was received on 20 Jan 2014, accepted on 10 Feb 2014 and first published on 11 Feb 2014


Article type: Paper
DOI: 10.1039/C4CY00086B
Catal. Sci. Technol., 2014,4, 1407-1415

  •   Request permissions

    Tetrazole amides as hydrogen-bonding donor catalysts in the chemoselective oxidation of sulphides and disulphides

    F. Secci, M. Arca, A. Frongia and P. P. Piras, Catal. Sci. Technol., 2014, 4, 1407
    DOI: 10.1039/C4CY00086B

Search articles by author

Spotlight

Advertisements