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Chemistry of Heterocyclic Compounds

, Volume 54, Issue 10, pp 984–988 | Cite as

Diastereoselective synthesis of 1,2,3-triazolines fused with pentane and dihydropyran rings

  • Nikolay A. Belyaev
  • Tetyana V. Beryozkina
  • Vasiliy A. BakulevEmail author
  • Oleg S. Eltsov
  • Gert Lubec
Article
  • 47 Downloads

As a result of studying the reactions of 5-azido-1-methyl-4-nitroimidazole and 2,4,5-trimethoxy-1,3,5-triazine with endocyclic enamines, a diastereoselective method was developed for the synthesis of 1-hetarylcycloalkano[1,2,3]triazolines with cis configuration of substituents at the bridgehead carbon atoms. The structures of the obtained reaction products were studied by methods of NMR spectroscopy, high-resolution mass spectrometry, and X-ray structural analysis.

Keywords

azide enamine imidazole triazine triazoline 

Notes

This project received financial support from the Russian Science Foundation (grant No. 18-13-00161).

Supplementary material

10593_2018_2382_MOESM1_ESM.pdf (1.8 mb)
ESM 1 (PDF 1864 kb)

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Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2018

Authors and Affiliations

  • Nikolay A. Belyaev
    • 1
  • Tetyana V. Beryozkina
    • 1
  • Vasiliy A. Bakulev
    • 1
    Email author
  • Oleg S. Eltsov
    • 1
  • Gert Lubec
    • 2
  1. 1.Ural Federal University named after the first President of Russia B. N. YeltsinYekaterinburgRussia
  2. 2.Department of NeuroproteomicsParacelsus Medical UniversitySalzburgAustria

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