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One-step synthesis of 4-oxoimidazolinium salts from N, N′-diaryl-1,4-diazabuta-1,3-dienes and trialkyl orthoformates

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Abstract

A new multicomponent reaction leading to the formation of an imidazole ring was discovered: N,N′-diaryl-1,4-diazabuta-1,3-dienes reacted with trialkyl orthoformates, chloro(trimethyl)silane and water to give N,N′-1,3-diaryl-4-oxoimidazolinium salts or their tautomers, 4-hydroxyimidazolium salts.

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Authors and Affiliations

  1. Platov South-Russian State Polytechnic University (NPI), 132 ul. Prosveshcheniya, 346428, Novocherkassk, Russian Federation

    D. V. Pasyukov, M. A. Shevchenko & V. M. Chernyshev

Authors
  1. D. V. Pasyukov
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  2. M. A. Shevchenko
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  3. V. M. Chernyshev
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Corresponding author

Correspondence to V. M. Chernyshev.

Additional information

The work was carried out within the framework of the national project “Science and Universities” with the financial support of the Ministry of Science and Higher Education of the Russian Federation (Project No. 075-03-2021-016/4 in the New composite and functional materials with special properties laboratory).

The authors are grateful to Academician of the Russian Academy of Sciences V. P. Ananikov for a fruitful discussion of the work results and valuable comments, as well as to the staff of the Center of Collective Use “Nanotechnology” of the M. I. Platov South-Russian State Polytechnic University (NPI) and the Center of Collective Use of the N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences for carrying out analytical experiments.

No human or animal subjects were used in this research.

The authors declare no competing interests.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, Vol. 72, No. 5, pp. 1274–1278, May, 2023.

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Pasyukov, D.V., Shevchenko, M.A. & Chernyshev, V.M. One-step synthesis of 4-oxoimidazolinium salts from N, N′-diaryl-1,4-diazabuta-1,3-dienes and trialkyl orthoformates. Russ Chem Bull 72, 1274–1278 (2023). https://doi.org/10.1007/s11172-023-3901-3

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  • DOI: https://doi.org/10.1007/s11172-023-3901-3

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