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Solvent-free Synthesis and Antimicrobial Properties of Some Novel Furanone and Spiropyrimidone Derivatives

[ Vol. 15 , Issue. 3 ]

Author(s):

Galal A. Elsayed*, Naglaa F.H. Mahmoud and Sameh A. Rizk   Pages 404 - 413 ( 10 )

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.

Keywords:

4-Aryl-4-oxo-but-2-enoic acid, furanone, spiropyrimidone, pyridazin-3-one, spiropyrazole, 1, 2-oxazinone.

Affiliation:

Chemistry Department, Science Faculty, Ain Shams University Post Code: 11566, Cairo, Chemistry Department, Science Faculty, Ain Shams University Post Code: 11566, Cairo, Chemistry Department, Science Faculty, Ain Shams University Post Code: 11566, Cairo

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