EventsThe 8th International Electronic Conference on Synthetic Organic Chemistry
Published
This submission belongs to the session a. General Organic Synthesis of the event The 8th International Electronic Conference on Synthetic Organic Chemistry
Published date
01 Nov, 2004
Citation
Anatoly D. Shutalev, Anastasia A. Fesenko, Natalia N. Lonina, Synthesis of 5-R-thio, 5-R-sulfinyl, 5-R-sulfonyl and 5-di(R-oxy)phosphoryl Substituted Hydrogenated Pyrimidine-2-thiones/ones, in Proceedings of The 8th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2004, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-8-01943
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Synthesis of 5-R-thio, 5-R-sulfinyl, 5-R-sulfonyl and 5-di(R-oxy)phosphoryl Substituted Hydrogenated Pyrimidine-2-thiones/ones

Anatoly D. Shutalev 1
Anastasia A. Fesenko 1
Natalia N. Lonina 1
1. Department of Organic Chemistry, M. V. Lomonosov State Academy of Fine Chemical Technology, 119571 Moscow, Russian Federation
Abstract
general and efficient synthesis of hexahydro- and 1,2,3,4-tetrahydropyrimidine-2-thiones/ones bearing R-thio, R-sulfinyl, R-sulfonyl and di(R-oxy)phosphoryl groups at the C(5) is described. The key stage of the synthesis is reaction of readily available a-tosyl or a-azido substituted thioureas or ureas with enolates of the corresponding a-substituted ketones.
Keywords
5-R-thio,5-R-sulfinyl
5-R-sulfonyl
5-di(R-oxy)phosphoryl substituted 4-hydroxyhexahydropyrimidine-2-thiones/ones and 1,2,3,4-tetrahydropyrimidine-2-thiones/ones
(thio)ureidoalkylation
a-tosyl and a-azido substituted (thio)ureas
functionally substitute
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