A General Approach to 4-unsubstituted and 4-alkyl-substituted 5-acyl-1,2,3,4-tetrahydropyrimidine-2-thionesureidoalkylation of 1,3-diketones or [beta]-oxoesters

A General Approach to 4-unsubstituted and 4-alkyl-substituted 5-acyl-1,2,3,4-tetrahydropyrimidine-2-thionesureidoalkylation of 1,3-diketones or [beta]-oxoesters

A new general approach to a large variety of hitherto hardly accessible 4-unsubstituted and 4-alkyl-substituted 5-acyl-1,2,3,4-tetrahydropyrimidine-2-thiones(ones) has been developed. The approach is based on the reaction of enolates of various 1,3-diketones or [beta]-oxoesters with readily availabl...

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Veröffentlicht in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2022-12, Vol.58 (12), p.695
Hauptverfasser: Shutalev, Anatoly D, Fesenko, Anastasia A, Strel'tsova, Elena D
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Sprache:eng
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Enolates
Ketones
Pyrimidines
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container_title Chemistry of heterocyclic compounds (New York, N.Y. 1965)
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creator Shutalev, Anatoly D
Fesenko, Anastasia A
Strel'tsova, Elena D
description A new general approach to a large variety of hitherto hardly accessible 4-unsubstituted and 4-alkyl-substituted 5-acyl-1,2,3,4-tetrahydropyrimidine-2-thiones(ones) has been developed. The approach is based on the reaction of enolates of various 1,3-diketones or [beta]-oxoesters with readily available N-[alkyl(tosyl)methyl]thioureas, N-(azidomethyl)thiourea, and N-[alkyl(tosyl)methyl]ureas followed by TsOH-catalyzed dehydration of the intermediate 4-hydroxyhexahydropyrimidine-2-thiones(ones) without or with isolation of the latter.
doi_str_mv 10.1007/s10593-023-03146-6
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subjects Enolates
Ketones
Pyrimidines
title A General Approach to 4-unsubstituted and 4-alkyl-substituted 5-acyl-1,2,3,4-tetrahydropyrimidine-2-thionesureidoalkylation of 1,3-diketones or [beta]-oxoesters
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