Three-component synthesis of alkylammonium 4-cyano-5-(dicyanomethylene)-2-hydroxy-2,5-dihydropyrrol-1-ides

Abstract

This study presents a three-component reaction between malononitrile dimer, α-diketone and aliphatic amine that leads to the formation of previously undescribed alkylammonium 4-cyano-5-(dicyanomethylene)-2-hydroxy-2,3-dimethyl-2,5-dihydropyrrol-1-ides. This reaction is a novel approach for modification of donor–acceptor chromophores containing the buta-1,3-diene-1,1,3-tricarbonitrile moiety.

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Acknowledgements

This work was supported by Russian Foundation for Basic Research, Grant No. 16-33-60156 mol_a_dc. The XRD study was carried out using the equipment purchased from the funds of the Program of development of Moscow University and within the framework of the Agreement on collaboration between the Chemical Department of the Lomonsov Moscow State University and the Chemical-Pharmaceutical Department of the I.N. Ulyanov Chuvash State University.

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Correspondence to Oleg V. Ershov.

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Fedoseev, S.V., Belikov, M.Y., Ievlev, M.Y. et al. Three-component synthesis of alkylammonium 4-cyano-5-(dicyanomethylene)-2-hydroxy-2,5-dihydropyrrol-1-ides. Res Chem Intermed 44, 3565–3579 (2018). https://doi.org/10.1007/s11164-018-3325-0

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Keywords

  • Buta-1,3-diene-1,1,3-tricarbonitrile fragment
  • Pyrroles
  • Cyano groups
  • Donor–acceptor chromophores