A GENERAL APPROACH TO 4-UNSUBSTITUTED AND 4-ALKYL-SUBSTITUTED 5-ACYL-1,2,3,4-TETRAHYDROPYRIMIDINE-2-THIONES(ONES) <i>VIA</i> α-(THIO)UREIDOALKYLATION OF 1,3-DIKETONES OR β-OXOESTERS

Авторы

  • Anatoly D. Shutalev Московский государственный университет тонких химических технологий им. М.В.Ломоносова
  • Anastasia A. Fesenko N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991
  • Elena D. Strel'tsova N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991

DOI:

https://doi.org/10.1007/6772

Ключевые слова:

5-acyl-1, 2, 3, 4-tetrahydropyrimidine-2-thiones(ones), N-[alkyl(tosyl)methyl](thio)ureas, Biginelli compounds, 1, 3-diketones, β-oxoesters, α-(thio)ureidoalkylation

Аннотация

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 β-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.

Биография автора

Anatoly D. Shutalev, Московский государственный университет тонких химических технологий им. М.В.Ломоносова

Кафедра органической химии, заведующий

Загрузки

Опубликован

2022-12-20

Выпуск

Том 58 № 12 (2022)

Раздел

Оригинальные статьи