Categories: S=O Bond Formation >
Synthesis of sulfones
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Urea-hydrogen peroxide adduct is
stable, inexpensive and an easily handled reagent. This reagent is used in an
efficient solid state oxidation of different organic molecules: hydroxylated
aldehydes and ketones (to hydroxylated phenols), sulfides (to sulfoxides and
sulfones), nitriles (to amides) and nitrogen heterocycles (to N-oxides).
R. S. Varma, K. P. Naicker, Org. Lett., 1999, 1,
189-191.

Use of a solvent with greater density than the fluorous phase is an alternative to the U-tube method in phase-vanishing reactions
in cases where both reactants are less dense
than the fluorous phase.
N. K. Jana, J. G. Verkade, Org. Lett., 2003, 5,
3787-3790.

Various aromatic and aliphatic sulfides are
selectively oxidized to sulfoxides and sulfones in good to excellent yields
using 30% H2O2 in the presence of a recyclable silica-based tungstate interphase catalyst at room temperature.
B. Karimi, M. Ghoreishi-Nezhad, J. H. Clark, Org. Lett., 2005, 7, 625-628.

Permanganate supported on active manganese dioxide can
be used effectively for the oxidation of
arenes, alcohols and sulfides under heterogeneous
or solvent-free conditions.
A. Shaabania, P. Mirzaeia, S. Naderia, D. G. Leeb, Tetrahedron, 2004, 60, 11415-11420.

The reaction of 1-(methylthio)acetone with different nitriles in the
presence of triflic anhydride gave 2-substituted
5-methyl-4-methylthio-1,3-oxazoles in good yield. The methylthio group at
the C4 position can easily be removed with Raney nickel. 4-Methylsulfonyl
derivatives were prepared by the oxidation of the MeS group with m-CPBA.
