New Chemical Transformation of Substituted Dinitroacetonitrile in the Reaction with Isoquinoline in Presence of Acetylene Dicarboxylic Acid Dimethyl Ester

E. A. Yurtaeva; Юртаева Е. А.; A. G. Tyrkov; Тырков А. Г.

doi:10.31857/S0514749224090026

New Chemical Transformation of Substituted Dinitroacetonitrile in the Reaction with Isoquinoline in Presence of Acetylene Dicarboxylic Acid Dimethyl Ester

Authors: Yurtaeva E.A.¹, Tyrkov A.G.²
Affiliations:
1. Pyatigorsk Medical and Pharmaceutical Institute — Branch of Volgograd State Medical University
2. Astrakhan State University named V.N. Tatishchev
Issue: Vol 60, No 9 (2024)
Pages: 962-966
Section: Articles
URL: https://jdigitaldiagnostics.com/0514-7492/article/view/681710
DOI: https://doi.org/10.31857/S0514749224090026
EDN: https://elibrary.ru/QNYQQH
ID: 681710

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Abstract
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Abstract

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

Keywords

substituted dinitroacetonitrile, isoquinoline, acetylene dicarboxylic acid dimethyl ester, three-component heterocyclization, 1,3-dipolar cycloaddition, dimethyl-2-dinitromethyl-1,1вH-pyrimido[2,1-a]isoquinoline-3,4-dicarboxylates

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About the authors

E. A. Yurtaeva

Pyatigorsk Medical and Pharmaceutical Institute — Branch of Volgograd State Medical University

Email: tyrkov@rambler.ru
ORCID iD: 0000-0002-1639-1881
Russian Federation, prosp. Kalinina, 11, Pyatigorsk, 357532

A. G. Tyrkov

Astrakhan State University named V.N. Tatishchev

Author for correspondence.
Email: tyrkov@rambler.ru
ORCID iD: 0000-0003-3229-5248
Russian Federation, pl. Shaumyana, 1, Astrakhan, 414000

References

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