Journal
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS
Volume 195, Issue 4, Pages 324-330Publisher
TAYLOR & FRANCIS LTD
DOI: 10.1080/10426507.2019.1694023
Keywords
Selenourea; 2-selenoxopyrimidine; Biginelli reaction
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Funding
- deanship of scientific research at King Khalid University [R.G.P/142/40]
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Some new functionalized 2-selenoxodihydropyrimidines 1-6 were synthesized in good yields via a simple one-pot reaction. The simple method depended on the reaction of selenourea with some nitrile active methylene compounds under basic-catalyzed conditions. Also, treatment of selenourea with each of malononitrile and ethyl cyanoacetate in the presence of benzaldehyde under the same basic reaction conditions afforded the 2-selenoxopyrimidine-5-carbonitriles 7 and 8, respectively. Furthermore, selenourea reacted with benzaldehyde and different beta-dicarbonyl compounds under Biginelli reaction conditions to afford the 2-selenoxo-1,2,3,4-tetrahydropyrimidine-5-carboxylates 10, 11 and 13. Using acetylacetone as a substrate in Biginelli reaction yielded the unexpected 5-benzylidene-4,6-dimethyl-pyrimidine-2(5H)-selenone (14). The structures of the synthesized compounds were established on the basis of elemental analysis, IR, H-1- and C-13-NMR and mass spectral data.
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