Izvestiya of Saratov University.

Chemistry. Biology. Ecology

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Multicomponent Reaction 3,4-dihydronaphthalene-1(2H)-one with N-Nucleophiles

Ivanova A. L., Saratov State University
Chesnokov D. V., Saratov State University
Mazhukina О. А., Saratov State University
Fedotova О. V., Saratov State University

Studied «one-pot» reaction of 3,4-dihydronaphthalene-1 (2H)-one with aromatic aldehydes and (thio)urea in conditions of modified Biginelli reaction under thermal and microwave exposure. Showed a reduction reaction time and increasing the yield of the desired products benzohinazolinonsderivatives with microwave activation starting compounds.


1. Jantova S., Stankovsky S., Spirkova K. In vitro antibacterial activity of ten series of substituted quinazolines // Biologia. 2004. Т. 59, № 6. P. 741–752.

2. Ellsworth E. L., Tran P. T., Showalter H. D. 3-aminoquinazolinediones as a new class of antibacterial agents demonstrating excellent antibacterial activity against wild-type and multidrug resistant organisms // J. of Med. Chem. 2006. Т. 49, № 22. P. 6435–6438.

3. German N., Malik M., Rosen D. J., Drlica K., Kerns J. R. Use of gyrase resistance mutants to guide selection of 8-methoxy-quinazoline-2, 4-diones // Antimicrob. Agents And Chemotherapy. 2008. Т. 52, № 11. P. 3915–3921.

4. Dandia A., Singh R., Sarawgi P. Green chemical multi-component one-pot synthesis of fl uorinated 2, 3-disubstituted quinazolin-4 (3H)-ones under solventfree conditions and their anti-fungal activity // J. of Fluorine Chem. 2004. Т. 125, № 12. P. 1835–1840.

5. Chen C. H., Davis R. A., Maley F. Thermodynamic stabilization of nucleotide binding to thymidylate synthase by a potent benzoquinazoline folate analogue inhibitor // Biochemistry. 1996. Т. 35, № 26. P. 8786–8793.

6. Pendergast W., Johnson J. V., Dickerson S. H., Dev I. K., Duch D. S., Ferone R., Hall W. R., Humphreys J., Kelly J. M., Wilson D. C. Benzoquinazoline inhibitors of thymidylate synthase: enzyme inhibitory activity and cytotoxicity of some 3-amino-and 3-methyl benzo [f] quinazolin-1 (2H)-ones // J. of Med. Chem. 1993. Т. 36, № 16. P. 2279–2291.

7. Velpula R ., Banothu J., Gali R., Deshineni R., Bavantula R. 1-Sulfopyridinium chloride: Green and expeditious ionic liquid for the one-pot synthesis of fused 3,4-dihydropyrimidin-2(1H)-ones and thiones under solvent-free conditions // Chinese Chem. Lett. 2015. Т. 26. P. 309–312.

8. Rahman M., Sarkar A., Ghosh M., Majee A., Hajra A. Catalytic application of task specifi c ionic liquid on the synthesis of benzoquinazolinone derivatives by a multicomponent reaction // Tetrahedron Lett. 2014. Т. 55, № 1. P. 235–239.

9. Mirza-Aghayan M., Moradi A., Bolourtchian M. A. Novel and Effi cient One-Pot Method to Biginelli-Like Scaffolds // J. Iran. Chem. Soc. March 2010. Vol. 7, № 1. P. 269–274.

10. Kaur B., Kaur R. // Synthesis of fused quinazolinethiones and their S-alkyl/aryl derivatives // Arkivoc. 2007. Vol. XV. P. 315–323.