Affiliation:
1. Department of Chemistry, University of Isfahan, Isfahan 81746-73441, I.R. Iran
Abstract
A new facile cost-effective method for the oxidation of acetyl and carboethoxy derivatives of 3,4- dihydropyrimidin-2(1H)-ones (DHPMs) by using potassium peroxydisulfate in water as solvent under microwave irradiation has been developed. Whereas the presence of the acetyl group instead of the carboethoxy group in position 5 decreases the rate of oxidation, the nature of the additional subtituent (electron-donating or electron-withdrawing group) and its location on the phenyl ring (ortho-, meta- or para-position) attached to C-4 of the dihydropyrimidinone ring influence the rate of reaction. Increase in the rate of the reaction compared with that of the reaction under reflux condition is the advantage of the use of microwave irradiation for this oxidation method.
Cited by
19 articles.
订阅此论文施引文献
订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献
1. Synthesis, rotational, vibrational and transitional spectra investigation on novel ethyl-4-(3-(benzo[d]1,3di-oxole-5-carboxamido)phenyl)-1,2,3,4-tetrahydro-6-methyl-2-oxopyrimidine-5-carboxylate;Journal of Molecular Structure;2018-08
2. Advances in the Oxidation of Biginelli Compounds;Current Organic Chemistry;2018-05-31
3. Electron transfer-induced oxidation of 2,3-dihydroquinazolin-4(1H)-ones;Zeitschrift für Naturforschung B;2017-05-05
4. In situ formed tert-butyl hypoiodite as an efficient oxidant for rapid, room temperature, metal-free aromatization of Biginelli 3,4-dihydropyrimidin-2(1H)-ones under basic conditions;Arkivoc;2016-04-19
5. On the Microwave-Assisted Synthesis and Oxidation of Biginelli Compounds: Comparative Study of Dihydropyrimidinones and Thiones Oxidation;Current Microwave Chemistry;2014-04-22