REARRANGEMENT OF THIAZOLO[3,2-<i>a</i>]PYRIMIDINES INTO TRIAZOLO[4,3-<i>a</i>]PYRIMIDINES INDUCED BY C=N BOND REDUCTION

Авторы

  • Eugenia A. Lashmanova Самарский государственный технический университет
  • Artem S. Agarkov Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100, Russia
  • Victor B. Rybakov Moscow M. V. Lomonosov State University, 1 Build. 3 Leninskie Gory, Moscow 119991, Russia
  • Andrey K. Shiryaev Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100, Russia

DOI:

https://doi.org/10.1007/5149

Ключевые слова:

hydrazine derivatives, 2-hydrazinylidene-5H-[1, 3]thiazolo[3, 2-a]pyrimidin-3(2H)-one, [1, 2-a]pyrimidine, 2, 4]triazolo[4, 3-a]pyrimidine, rearrangement, reduction, transition cage structure.

Аннотация

Triazolo[4,3-a]pyrimidines were prepared by the reduction of 5,6,7-trisubstituted 2-(arylhydrazinylidene)-5H-[1,3]thiazolo[3,2-a]pyrimidin-3(2H)-ones with NaBH4 in the presence of V2O5 at room temperature. The structure of ethyl 3-(hydroxymethyl)-5-(4-methoxyphenyl)-7-methyl-1-phenyl-1,5-dihydro[1,2,4]triazolo[4,3-a]pyrimidine-6-carboxylate was proven by the single crystal X-ray diffraction data. The mechanism of the reaction including transition cage structure is discussed.

Биографии авторов

Eugenia A. Lashmanova, Самарский государственный технический университет

доктор химических наук, профессор, Кафедра органической химии

Artem S. Agarkov, Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100, Russia

Chemistry Dept, Assistent

Victor B. Rybakov, Moscow M. V. Lomonosov State University, 1 Build. 3 Leninskie Gory, Moscow 119991, Russia

Chemistry Dept, Student

Andrey K. Shiryaev, Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100, Russia

Chemistry Dept, Senior Scientist

Загрузки

Опубликован

2019-12-18

Выпуск

Том 55 № 12 (2019)

Раздел

Оригинальные статьи