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In recent years, hypervalent iodine reagents have attracted much
attention as useful synthetic reagents. These hypervalent iodine
reagents have been ext-ensively used in oganic synthesis due to
their low toxicity and easy handling . In the family of
hypervalent iodine compounds, phenyliodine(III) diacetate
(PIDA) and phenyliodine(III) bis(trifluoroacetate) (PIFA) are
the most frequen-tly used and easily available reagents.
It has been shown that that a-acylsulfoxides under Pummerer
reaction cond-itions undergo carbon-carbon bond forming reaction
such as the Friedel-Crafts reaction and olefin cyclization.
According to Tamura et al., treatment of a-ac ylsulfides with
phenyliodine (III) bis(trifluoroacetate) (PIFA) resulted in P-
ummerer-type reaction to give the same products as obtained by
the Pummerer re-action of the a-acylsulfoxides.
In this work, Pummerer-type reaction of a-acylsulfides using
PIFA was app-lied to prepare pellitorine and ibufenac.
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