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2 article(s) from Boitsov, Vitali M

Spirobarbiturates with a pyrrolizidine moiety: synthesis, structure and biological evaluation

Arthur A. Puzyrkov,
Andrew S. Drachuk,
Ekaterina A. Popova,
Alexander V. Stepakov and
Vitali M. Boitsov

Beilstein J. Org. Chem. 2026, 22, 274–288, doi:10.3762/bjoc.22.20

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Scheme 1: Biologically active compounds with a spirobarbiturate moiety in their structure [7-12].

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Scheme 2: Biologically active alkaloids with a pyrrolizidine moiety.

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Scheme 3: Previous studies on the three-component synthesis of spirobarbiturates.

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Scheme 4: Synthesis of racemic spirobarbiturates 4a–p via one-pot three-component reaction of alloxan (1), ʟ-...

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Scheme 5: A plausible mechanism of spirobarbiturate formation from alloxan (1), ʟ-proline (2), and N-substitu...

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Figure 1: Schematic structures of endo- and exo-adducts of spirobarbiturates 4.

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Figure 2: X-ray crystal structures of compounds 4b (CCDC 2391172, left) and 4c (CCDC 2391171, right).

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Figure 3: Unit cell packing of products 4b (left) and 4c (right).

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Figure 4: HS mapped with d_norm for compounds 4b (left) and 4c (right).

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Figure 5: A segment of the crystal structure of compound 4b with the HS (d_norm), showing intermolecular conta...

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Figure 6: A segment of the crystal structure of compound 4c with the HS (d_norm), showing intermolecular conta...

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Figure 7: Microscopic images of treated cells and state of the actin cytoskeleton of Sk-mel-2 cells after cul...

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Figure 8: Docked view of compounds 4f, 4g, 4i, 4k, and 4l with the target protein (PDB ID: 8DNH).

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Published 17 Feb 2026

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Synthesis of bis-spirocyclic derivatives of 3-azabicyclo[3.1.0]hexane via cyclopropene cycloadditions to the stable azomethine ylide derived from Ruhemann's purple

Alexander S. Filatov,
Olesya V. Khoroshilova,
Anna G. Larina,
Vitali M. Boitsov and
Alexander V. Stepakov

Beilstein J. Org. Chem. 2022, 18, 769–780, doi:10.3762/bjoc.18.77

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Scheme 1: Early studies concerning cyclopropene cycloadditions to azomethine ylides and cycloaddition reactio...

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Scheme 2: The pilot experiment aimed at studying the cycloaddition reaction between the protonated form of Ru...

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Scheme 3: Synthesis of meso-3'-azadispiro[indene-2,2'-bicyclo[3.1.0]hexane-4',2''-indene] derivatives 3b–g vi...

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Figure 1: ORTEP representation of the molecular structure of 3e.

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Scheme 4: The reaction of protonated Ruhemann's purple (1) with 3-methyl-3-phenylcyclopropene (2j).

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Scheme 5: Attempts to carry out the cycloaddition reactions between 3,3-disubstituted cyclopropenes 2k,l and ...

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Scheme 6: The reactions of protonated Ruhemann's purple (1) with unstable cyclopropenes 2m–p.

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Scheme 7: The acid–base reaction of Ruhemann's purple with hydrochloric acid and relative Gibbs free energy c...

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Scheme 8: Plausible mechanism of the 1,3-DC reaction of protonated Ruhemann's purple (1) with 3-methyl-3-phen...

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Scheme 9: Plausible mechanism of the 1,3-DC reaction of protonated Ruhemann's purple (1) with 1-chloro-2-phen...

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Published 29 Jun 2022

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