Efficient One-pot microwave-assisted Synthesis and Spectroscopic Characterization of Novel Antitumor and Antimicrobial Hydroxypyrrolidin2-ones | ||||
Journal of Scientific Research in Science | ||||
Article 19, Volume 35, part 1, August 2018, Page 203-217 PDF (639.41 K) | ||||
Document Type: Original Article | ||||
DOI: 10.21608/jsrs.2018.25663 | ||||
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Authors | ||||
eman azmy mohamed azmy 1; Boshra M. Awad2; Halima A. Hefni2; Hanaa A. Saad2; Affaf M. Eltoukhy2; Ahmed. F. Mabied3 | ||||
1chemistry, faculty of women, ain shams university, cairo, egypt | ||||
2Department of Chemistry, Faculty of Women for Arts, Science, and Education, Ain Shams University, Heliopolis, Cairo, Egypt | ||||
3X-Ray Crystallography Lab., Solid State Physics Department, National Research Centre, Dokki, Giza, Egypt | ||||
Abstract | ||||
A microwave-assisted, chemoselective synthesis of the novel antitumor and antimicrobial (3E)-5-hydroxy-1-isopropyl-3-[(5-methyl-2-thienyl)methylene]-5-phenylpyrrolidin-2-one has been achieved via assisted microwave solvent-free one-pot reaction of (3E)-3-[(5-methyl-2-thienyl)methylene]-5-phenylfuran-2(3H)-one with amines, urea and thiourea. The products are obtained in significant purity, yield, and eco-friendly reaction conditions. The structural formula of the products is confirmed by their spectroscopic characterizations. A mechanism is proposed in which an intramolecular nucleophilic attack takes place on the carbonyl carbon by the lone pair of electrons on the nitrogen atom, leading to ring closure with proton transfer to oxygen forming the hydroxyl group. | ||||
Keywords | ||||
microwave; antitumor; Antimicrobial; pyrrolidin-2-one; furan-2(3H)-one; urea; thiourea | ||||
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