1,5-Diketone derivatives in the synthesis of 2,6-diaryl-4-(pyridin-4-yl)pyridines

Abstract

New 1,5-diaryl-3-(pyridin-4′-yl)pentane-1,5-diones were synthesized via the tandem reaction of pyridin-4-carbaldehyde with methyl (aryl) ketones in the presence of sodium hydride. The treatment of the diketones with ammonium acetate resulted in heterocyclization to 2,6-diaryl-4-(pyridin-4′-yl)pyridines.

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Correspondence to T. P. Vasilyeva.

Additional information

This work was financially supported by the Ministry of Science and Higher Education of the Russian Federation using the equipment of the X-Ray Structural Center of the A. N. Nesmeyanov Institute of Organoelement Compounds of the Russian Academy of Sciences.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 191–194, January, 2021.

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Vasilyeva, T.P., Vorobyeva, D.V. 1,5-Diketone derivatives in the synthesis of 2,6-diaryl-4-(pyridin-4-yl)pyridines. Russ Chem Bull 70, 191–194 (2021). https://doi.org/10.1007/s11172-021-3076-8

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Key words

  • pyridin-4-carbaldehyde
  • methyl (aryl) ketones
  • 1,5-diketones
  • cross-coupling reaction
  • Michael reaction
  • heterocyclization
  • bipyridines