Title:Solvent-free Synthesis and Antimicrobial Properties of Some Novel Furanone and Spiropyrimidone Derivatives
Volume: 15
Issue: 3
Author(s): Galal A. Elsayed*, Naglaa F.H. Mahmoud and Sameh A. Rizk
Affiliation:
- Chemistry Department, Science Faculty, Ain Shams University Post Code: 11566, Cairo,Egypt
Keywords:
4-Aryl-4-oxo-but-2-enoic acid, furanone, spiropyrimidone, pyridazin-3-one, spiropyrazole, 1, 2-oxazinone.
Abstract: Background: The regioselective synthesis of spiro-heterocyclic compounds is intriguing since those
compounds have unique non-planar structures and great potential for binding to biomolecules because of their
inherent rigid chiral structure. A novel class of furanone and spiro-heterocyclic derivatives were synthesized
and evaluated for antifungal activities to establish structure-activity relationship (SAR).
Results: The synthesis was carried out through one-pot multicomponent reaction (MCR) of 4-aryl-4-oxo-2-
butenoic acids, camphor, urea, and hydrogen peroxide in the presence of sodium ethoxide as a catalyst using a
microwave irradiation method and / or a traditional thermal method. They are used as key starting materials to
synthesize some heterocyclic compounds. Structures of all synthesized compounds were elucidated by elemental
analyses and spectroscopic data.
Conclusion: A facile and efficient method for the preparation of a new furanone, chalcone and spiropyrimidone
derivatives via the one-pot MCR with the microwave-assisted irradiation was established.