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Synthesis of N-substituted tetrapropargylamines by catalytic aminomethylation of α,ω-diacetylenes

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Chemistry of Heterocyclic Compounds Aims and scope

A catalytic method was developed for the synthesis of N-substituted tetrapropargylamines by reactions of α,ω-diacetylenes with 1,5,3-dioxazepanes, aldehydes (benzaldehydes, formaldehyde), and cyclic secondary amines.

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This work was performed with financial support from the Grants Council of the President of the Russian Federation (grant NSh-5240.2018.3), Russian Foundation for Basic Research (Project No. 18-33-00837-mol-a), and within the framework of the Project part of the State Assignment АААА-А17-117012610060-7 and АААА-А17-117011910027-0.

Structural characterization of the compounds was performed at the Collective Use Center “Agidel” at the Institute of Petrochemistry and Catalysis, Russian Academy of Sciences. APCI mass spectra of compounds 4a–i were recorded at the Collective Use Center “Chemistry” of the Ufa Institute of Chemistry, Russian Academy of Sciences.

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Authors and Affiliations

  1. Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, 141 Oktyabrya Ave., Ufa, 450075, Russia

    Guzel R. Khabibullina, Firuza T. Zaynullina, Tatyana V. Tyumkina & Askhat G. Ibragimov

  2. Ufa Institute of Chemistry, Russian Academy of Sciences, 71 Oktyabrya Ave., Ufa, 450054, Russia

    Marat F. Abdullin

Authors
  1. Guzel R. Khabibullina
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  2. Firuza T. Zaynullina
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  3. Tatyana V. Tyumkina
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  4. Marat F. Abdullin
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  5. Askhat G. Ibragimov
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Correspondence to Guzel R. Khabibullina.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2019, 55(1), 97–102

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Khabibullina, G.R., Zaynullina, F.T., Tyumkina, T.V. et al. Synthesis of N-substituted tetrapropargylamines by catalytic aminomethylation of α,ω-diacetylenes. Chem Heterocycl Comp 55, 97–102 (2019). https://doi.org/10.1007/s10593-019-02425-5

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  • DOI: https://doi.org/10.1007/s10593-019-02425-5

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