Synthesis of 5-R-thio, 5-R-sulfinyl, 5-R-sulfonyl and 5-di(R-oxy)phosphoryl Substituted Hydrogenated Pyrimidine-2-thiones/ones

Anatoly Shutalev; Anastasia Fesenko; Natalia Lonina

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

^*,

Anastasia A. Fesenko

Natalia N. Lonina

¹ Department of Organic Chemistry, M. V. Lomonosov State Academy of Fine Chemical Technology, 119571 Moscow, Russian Federation

Published: 01 November 2004 by MDPI in The 8th International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis

https://doi.org/10.3390/ecsoc-8-01943

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 substituted ketones

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Anatoly Shutalev

Anastasia Fesenko

Natalia Lonina