TAPC-Promoted Oxidation of Sulfides and Deoxygenation of Sulfoxides
Kiumars Bahrami*, Mohammad M. Khodaei* and Mehdi Sheikh Arabi
*Department of Chemistry, Razi University, Kermanshah
67149-67346, Iran, Email: kbahrami2hotmail.com, mmkhoda
razi.ac.ir
K. Bahrami, M. M. Khodaei, M. S. Arabi, J. Org. Chem., 2010, 75, 6208-6213.
DOI: 10.1021/jo1011784
Abstract
1,3,5-Triazo-2,4,6-triphosphorine-2,2,4,4,6,6-hexachloride (TAPC) is an efficient promoter for the oxidation of sulfides and deoxygenation of sulfoxides. Excellent yields, short reaction time, easy and quick isolation of the products, solvent-free process, and excellent chemoselectivity are the main advantages of this procedure.
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Proposed Mechanism for the Oxidation of Sulfides

Proposed Mechanism for the Deoxygenation of Sulfoxides
TAPC-Promoted Synthesis of Sulfonyl Chlorides from Sulfonic Acids
K. Bahrami, Synlett, 2011, 2671-2674.
H2O2/Tf2O System: An Efficient Oxidizing Reagent for Selective Oxidation of Sulfanes
M. M. Khodaei, K. Bahrami, A. Karimi, Synthesis, 2008, 1682-1684.
K. Bahrami, M. M. Khodaei, A. Karimi, Synthesis, 2008, 2543-2546.
Key Words
Sulfoxides, Sulfones, Deoxygenation, Green Chemistry
ID: J42-Y2010-2540