Issue 21, 2011
From the journal:

Organic & Biomolecular Chemistry

Graphite oxide: a selective and highly efficient oxidant of thiols and sulfides†

Daniel R. Dreyer,‡a   Hong-Peng Jia,‡a   Alexander D. Todd,a   Jianxin Genga  and  Christopher W. Bielawski*a  

* Corresponding authors

a Department of Chemistry and Biochemistry, The University of Texas at Austin, 1 University Station, Austin, TX, USA
E-mail: bielawski@cm.utexas.edu

Abstract

The selective oxidation of thiols to disulfides and sulfides to sulfoxides using graphite oxide (GO), a heterogeneous carbocatalyst obtained from low cost, commercial starting materials is described. The aforementioned oxidation reactions were found to proceed rapidly (as short as 10 min in some cases) and in good yield (51–100%) (19 examples). No over-oxidation of the substrates was observed, and GO's heterogeneous nature facilitated isolation and purification of the target products.

Graphical abstract: Graphite oxide: a selective and highly efficient oxidant of thiols and sulfides

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Article information

DOI
https://doi.org/10.1039/C1OB06102J
Article type
Communication
Submitted
06 Jul 2011
Accepted
19 Aug 2011
First published
12 Sep 2011

Org. Biomol. Chem., 2011,9, 7292-7295

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Graphite oxide: a selective and highly efficient oxidant of thiols and sulfides

D. R. Dreyer, H. Jia, A. D. Todd, J. Geng and C. W. Bielawski, Org. Biomol. Chem., 2011, 9, 7292 DOI: 10.1039/C1OB06102J

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