[Hydroxy(tosyloxy)iodo]benzene: A Tosyloxylating Agent with Selectivity for Ketones in the Reactions with Benzalacetones

Abstract

The treatment of enolizable ketones containing a conjugated double bond, namely benzalacetones with [hydroxy(tosyloxy)iodo]benzene, leads to regioselective tosyloxylation, thereby giving new compounds (α-tosyloxybenzalacetones).

Keywords:

• Benzalacetones
• 1,3-diarylprop-2-en-1-ones (chalcones)
• [hydroxy(tosyloxy)iodo]benzene
• α-tosyloxybenzalacetones

ACKNOWLEDGMENTS

We are thankful to Kurukshetra University, Kurukshetra, India, for the award of a university research scholarship to Nitya Sharma and to the Council of Scientific and Industrial Research, New Delhi, India, for the award of a senior research fellowship to Pooja Ranjan for carrying out this work. The authors are also thankful to the Council of Scientific and Industrial Research [01(2186)/07/EMR-II] for financial support.

Notes

^a Yields (%) of the products were calculated with respect to the corresponding benzalacetones 1.