Study of the Factors Affecting Reactions of some Furanone Derivatives with Amines and the Biological Activity of Products

Abstract

Solvent-free one-pot microwave irradiation of (3E)-5-phenyl-3-(2-thienylmethylene)furan-2(3H)-one (1), (3E)-5-(4-methylphenyl)-3-(2-thienylmethylene)furan-2(3H)-one (2), and (3E)-3-[(5-methyl-2-thienyl)methylene]-5-phenylfuran-2(3H)-one (3) with aliphatic and aromatic amines, urea and thiourea (a-k) gave compounds 4-36. Comparison between solvent-free one-pot microwave irradiation and thermal heating techniques showed that microwave irradiation significantly reduces the reaction time with the enhancement of yields and purity. Structural formulas of synthesized compounds were assigned by their spectral data and single crystal measurements. Mechanisms of reactions are proposed. Some synthesized products showed significant antimicrobial and antitumor activities.