Urea- hydrogen peroxide (UHP) oxidation of thiols to the corresponding disulfides promoted by maleic anhydride as mediator

Bahador Karami; M Montazerozohori; M H Habibi

doi:10.3390/10101385

Urea- hydrogen peroxide (UHP) oxidation of thiols to the corresponding disulfides promoted by maleic anhydride as mediator

Molecules. 2005 Oct 31;10(10):1385-63. doi: 10.3390/10101385.

Authors

Bahador Karami¹, M Montazerozohori, M H Habibi

Affiliation

¹ Department of Chemistry, Yasouj University, Yasouj 75914-353, Iran. karami@mail.yu.ac.ir

Abstract

Urea-hydrogen peroxide (UHP) was used in the presence of maleic anhydride as mediator in a simple and convenient method for the oxidation in high yield of some thiols to the corresponding disulfides. Peroxymaleic acid formed in situ from the reaction of UHP with maleic anhydride has a key role in this oxidation. Performance of the reaction in various solvents showed that methanol was the solvent of choice at 0 oC. The products were isolated by simple filtration on silica gel.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Disulfides / chemical synthesis*
Hydrogen Peroxide / chemistry
Hydrogen Peroxide / metabolism*
Maleic Anhydrides / chemistry
Maleic Anhydrides / pharmacology*
Models, Biological
Oxidation-Reduction / drug effects
Sulfhydryl Compounds / chemistry
Sulfhydryl Compounds / metabolism
Temperature
Urea / chemistry
Urea / metabolism*

Substances

Disulfides
Maleic Anhydrides
Sulfhydryl Compounds
Urea
Hydrogen Peroxide