New chemical transformation of substituted dinitroacetonitrile in the reaction with isoquinoline in presence of dimethylbut-2-indioate

Cover Page

Cite item

Full Text

Open Access Open Access
Restricted Access Access granted
Restricted Access Subscription Access

Abstract

The reaction of substituted dinitroacetonitrile with isoquinoline in the presence of dimethylbut-2-indioate results in the formation of 1,3-dipolar cycloaddition products – a mixture of diastereomeric dimethyl-2-dinitromethyl-1,1bH-pyrimido[2,1-a]isoquinoline-3,4-dicarboxylates. The obtained compounds can be considered as promising synthons with potential antituberculosis and fungicidal activity.

Full Text

Restricted Access

About the authors

A. G. Tyrkov

Astrakhan Tatishchev State University

Author for correspondence.
Email: tyrkov@rambler.ru
Russian Federation, pl. Shaumyana, 1, Astrakhan, 414000

Е. A. Yurtaeva

Pyatigorsk Medical and Pharmaceutical Institute – branch of Volgograd State Medical University

Email: tyrkov@rambler.ru
Russian Federation, prosp. Kalinina, 11, Pyatigorsk, 357532

References

  1. Ладыжникова Т.Д., Соловьев Н.А., Алтухов К.В., Перекалин В.В. ЖОрХ. 1988, 24, 644–650.
  2. Тырков А.Г. ЖОрХ. 2002, 38, 1269–1270. [Tyrkov A.G. Russ. J. Org. Chem. 2002, 38, 1218–1219.] doi: 10.1023/A:1020934400960
  3. Фридман А.Л., Габитов Ф.А., Сурков В.Д. ЖОрХ. 1972, 12, 2457–2463.
  4. Ладыжникова Т.Д., Тырков А.Г., Соловьев Н.А., Алтухов К.В. ЖОрХ. 1989, 25, 444–445.
  5. Ладыжникова Т.Д., Алтухов К.В., Соловьев Н.А. ЖОрХ. 1986, 22, 2618–2619.
  6. Adlu M., Yavari I. Bull. Chem. Soc. Ethiop. 2023, 37, 115–122. doi: 10.4314/bcse.v37iI.10
  7. Граник В.Г. Основы медицинской химии. М.: Вузовская книга, 2001, 278.
  8. Parker C., Emmjns W., Rolewicz H., McCallum K. Tetrahedron.1962, 17, 79–87.
  9. Parker C. Tetrahedron.1962, 17, 109–116.
  10. Фокин А.В., Галахов В.С., Узун А.Т., Радченко В.П., Столяров В.П. Изв. АН СССР, сер. хим. 1974, 2, 456–458.
  11. Кирхнер Ю. Тонкослойная хроматография. М.: Мир, 1981, 1, 129, 218.

Supplementary files

Supplementary Files
Action
1. JATS XML
2. Scheme

Download (172KB)
3. Figure. Diastereoisomeric forms of compounds 4a–e R = NO2 (a), CO2Et (b), CO2Me (c), Cl (d), F (e)

Download (61KB)
4. Figure

Download (167KB)

Copyright (c) 2025 Russian Academy of Sciences