الفهرس | Only 14 pages are availabe for public view |
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. A microwave-assisted, chemoselective synthesis of the novel antitumor and antimicrobial 4-36 has been carried out. The products are obtained in eco-friendly reaction conditions. The structural formula of the products is confirmed by their spectroscopic characterization in addition to crystallographic determination of compounds 5 and 28 as examples. The X-ray diffraction of compound 5 and 28 shows that the molecules synthesized has two centers of chirality in the hydroxy pyrrolidin-2-one ring. Keywords Microwave, Chemoselective, Hydroxypyrrolidin-2-one, Solvent-free, Eco-friendly, Crystallographic characterization, Chirality. |