Facile Microwave-Assisted Michael Addition of Diphenacyl Sulfides to Chalcones Under Solvent-Free Conditions: Generation of Symmetrical and Unsymmetrical 1,5-Diketones

Abstract

The article describes an efficient and environmentally friendly Michael addition of 2-[(2-oxo-2-phenylethyl)sulfanyl]-1-phenyl-1-ethanones (diphenacyl sulfides) to substituted chalcones using microwave irradiation under solvent-free conditions, affording differently substituted 1,3,5-triarylpentan-1,5-diones in moderate to good yields of 74–83%.

GRAPHICAL ABSTRACT

Keywords:

• 1,5-Diketones
• diphenacyl sulphide
• Michael addition
• microwave reaction

ACKNOWLEDGMENTS

The authors thank the Department of Science and Technology for funds under the IRHPA program used for the high-resolution NMR spectrometer. Financial support from the University Grants Commission, New Delhi, to N.P. is gratefully acknowledged.

Notes

^a No recognizable product was isolated.

^b Separation through wash column.

^c After recrystallization from ethanol-ethyl acetate mixture.

^a Recrystallization from ethanol–ethyl acetate mixture.

^b Separation through wash column.

^c Purified through column chromatography.