Author

7 article(s) from Musatov, Vladimir I.

Effective microwave-assisted approach to 1,2,3-triazolobenzodiazepinones via tandem Ugi reaction/catalyst-free intramolecular azide–alkyne cycloaddition

Maryna O. Mazur,
Oleksii S. Zhelavskyi,
Eugene M. Zviagin,
Svitlana V. Shishkina,
Vladimir I. Musatov,
Maksim A. Kolosov,
Elena H. Shvets,
Anna Yu. Andryushchenko and
Valentyn A. Chebanov

Full Research Paper
Published 08 Mar 2021

PDF
Album
1. Graphical Abstract
2. Figure 1: Benzodiazepine-based azolo-containing drugs.
  
  Jump to Figure 1
3. Figure 2: Novel potential 1,2,3-triazolobenziadiazepine drugs.
  
  Jump to Figure 2
4. Scheme 1: Examples of synthesis of 1,2,3-triazolobenzodiazepines via tandem approach Ugi reaction/IAAC. Reage...
  
  Jump to Scheme 1
5. Scheme 2: Azide precursor synthesis.
  
  Jump to Scheme 2
6. Scheme 3: Synthesis of Ugi products 6, their structures and yields.
  
  Jump to Scheme 3
7. Figure 3: Code legend for Ugi products 6 and molecular structure (X-ray analysis) of compound 6aaa.
  
  Jump to Figure 3
8. Scheme 4: Cyclization of Ugi-product 6aab with terminal alkyne fragment.
  
  Jump to Scheme 4
9. Figure 4: ¹H NMR spectra of the reactant and the product of IAAC.
  
  Jump to Figure 4
10. Figure 5: Molecular structure of compound 7aaa (X-ray analysis) and comparison of ¹H NMR spectra of compounds ...
  
  Jump to Figure 5
11. Scheme 5: The substrate scope of intermolecular cycloaddition.
  
  Jump to Scheme 5
Supp. Info

Graphical Abstract

Beilstein J. Org. Chem. 2021, 17, 678–687, doi:10.3762/bjoc.17.57

Full Text

Ultrasonic-assisted unusual four-component synthesis of 7-azolylamino-4,5,6,7-tetrahydroazolo[1,5-a]pyrimidines

Yana I. Sakhno,
Maryna V. Murlykina,
Oleksandr I. Zbruyev,
Anton V. Kozyryev,
Svetlana V. Shishkina,
Dmytro Sysoiev,
Vladimir I. Musatov,
Sergey M. Desenko and
Valentyn A. Chebanov

Full Research Paper
Published 27 Feb 2020

PDF
Album
1. Graphical Abstract
2. Scheme 1: Synthesis of tetrahydroazolopyrimidine derivatives.
  
  Jump to Scheme 1
3. Scheme 2: Various multicomponent reactions involving pyruvic acids (pyruvates) and different α-aminoazoles.
  
  Jump to Scheme 2
4. Scheme 3: Synthesis of 4-arylamino-substituted tetrahydroquinolines.
  
  Jump to Scheme 3
5. Scheme 4: Ultrasound-assisted multicomponent reactions of 3-amino-1,2,4-triazole or 5-amino-1H-pyrazole-4-car...
  
  Jump to Scheme 4
6. Scheme 5: Synthesis of 3-cyano-7-(4-methoxyphenyl)-4,7-dihydropyrazolo[1,5-a]pyrimidine-5-carboxylic acid (7)....
  
  Jump to Scheme 5
7. Scheme 6: Proposed reaction mechanism.
  
  Jump to Scheme 6
8. Figure 1: Alternative structures A and B for the tetrahydroazolopyrimidines 4.
  
  Jump to Figure 1
9. Figure 2: Molecular structure of ethyl 5-(4-bromophenyl)-3-cyano-7-((4-cyano-1H-pyrazol-5-yl)amino)-4,5,6,7-t...
  
  Jump to Figure 2
10. Figure 3: Chains of 4g molecules in the crystal phase.
  
  Jump to Figure 3
Supp. Info

Graphical Abstract

Beilstein J. Org. Chem. 2020, 16, 281–289, doi:10.3762/bjoc.16.27

Full Text

In water multicomponent synthesis of low-molecular-mass 4,7-dihydrotetrazolo[1,5-a]pyrimidines

Irina G. Tkachenko,
Sergey A. Komykhov,
Vladimir I. Musatov,
Svitlana V. Shishkina,
Viktoriya V. Dyakonenko,
Vladimir N. Shvets,
Mikhail V. Diachkov,
Valentyn A. Chebanov and
Sergey M. Desenko

Full Research Paper
Published 08 Oct 2019

PDF
Album
1. Graphical Abstract
2. Scheme 1: Three synthetic approaches to dihydrotetrazolo[1,5-a]pyrimidines.
  
  Jump to Scheme 1
3. Scheme 2: Three-component reaction of 1, 7a,b and 8a–d in water.
  
  Jump to Scheme 2
4. Figure 1: Molecular structure of 9a according to X-ray data. Displacement ellipsoids are shown at the 50% pro...
  
  Jump to Figure 1
5. Scheme 3: Three-component reaction of 5-aminotetrazole (1) with formaldehyde (7a) and acetylacetone (10).
  
  Jump to Scheme 3
6. Scheme 4: a) Three-component reaction of 5-aminotetrazole (1) with acetaldehyde (7b) and ethyl 4,4,4-trifluor...
  
  Jump to Scheme 4
Supp. Info

Graphical Abstract

Beilstein J. Org. Chem. 2019, 15, 2390–2397, doi:10.3762/bjoc.15.231

Full Text

Doebner-type pyrazolopyridine carboxylic acids in an Ugi four-component reaction

Maryna V. Murlykina,
Oleksandr V. Kolomiets,
Maryna M. Kornet,
Yana I. Sakhno,
Sergey M. Desenko,
Victoriya V. Dyakonenko,
Svetlana V. Shishkina,
Oleksandr A. Brazhko,
Vladimir I. Musatov,
Alexander V. Tsygankov,
Erik V. Van der Eycken and
Valentyn A. Chebanov

Full Research Paper
Published 12 Jun 2019

PDF
Album
1. Graphical Abstract
2. Scheme 1: An overview of heterocyclic acids used in the Ugi reaction.
  
  Jump to Scheme 1
3. Scheme 2: Synthesis of pyrazolopyridine carboxylic acids 4 [45] and 7 [45] in Doebner-type reaction.
  
  Jump to Scheme 2
4. Figure 1: Molecular structure of N-(2-(tert-butylamino)-1-(4-chlorophenyl)-2-oxoethyl)-6-(4-methoxyphenyl)-3-...
  
  Jump to Figure 1
Supp. Info

Graphical Abstract

Beilstein J. Org. Chem. 2019, 15, 1281–1288, doi:10.3762/bjoc.15.126

Full Text

Novel (2-amino-4-arylimidazolyl)propanoic acids and pyrrolo[1,2-c]imidazoles via the domino reactions of 2-amino-4-arylimidazoles with carbonyl and methylene active compounds

Victoria V. Lipson,
Tetiana L. Pavlovska,
Nataliya V. Svetlichnaya,
Anna A. Poryvai,
Nikolay Yu. Gorobets,
Erik V. Van der Eycken,
Irina S. Konovalova,
Svetlana V. Shiskina,
Alexander V. Borisov,
Vladimir I. Musatov and
Alexander V. Mazepa

Full Research Paper
Published 06 May 2019

PDF
Album
1. Graphical Abstract
2. Figure 1: 2-Aminoimidazole alkaloids from marine sponges.
  
  Jump to Figure 1
3. Figure 2: The Knoevenagel–Michael adduct [24] and expected products.
  
  Jump to Figure 2
4. Scheme 1: The three component condensation of imidazo[1,2-a]pyridine, aldehydes and Meldrum’s acid described ...
  
  Jump to Scheme 1
5. Figure 3: Molecular structure of 1-([1,1'-biphenyl]-4-yl)-5-oxo-7-phenyl-6,7-dihydro-5H-pyrrolo[1,2-c]imidazo...
  
  Jump to Figure 3
6. Scheme 2: Two forms of cation 9i.
  
  Jump to Scheme 2
7. Figure 4: Molecular structure of 3-(2-amino-4-phenyl-1H-imidazol-5-yl)-3-(p-tolyl)propanoic acid 11b accordin...
  
  Jump to Figure 4
8. Scheme 3: Three forms of the compound 11b in the crystal phase.
  
  Jump to Scheme 3
9. Scheme 4: Synthesis of the mixture of compounds 13 and 14.
  
  Jump to Scheme 4
10. Figure 5: Molecular structure of aminoimidazo[1,2-c]pyrrole 16a according to X-ray diffraction data. Thermal ...
  
  Jump to Figure 5
11. Scheme 5: Resonance structures of 16a.
  
  Jump to Scheme 5
12. Figure 6: 3,3’-Spirooxindole alkaloids.
  
  Jump to Figure 6
13. Figure 7: Molecular structure of aminoimidazo[1,2-c]pyrrole 19a according to X-ray diffraction data. Thermal ...
  
  Jump to Figure 7
14. Scheme 6: Resonance structures of 19a.
  
  Jump to Scheme 6
Supp. Info

Graphical Abstract

Beilstein J. Org. Chem. 2019, 15, 1032–1045, doi:10.3762/bjoc.15.101

Full Text

New tricks of well-known aminoazoles in isocyanide-based multicomponent reactions and antibacterial activity of the compounds synthesized

Maryna V. Murlykina,
Maryna N. Kornet,
Sergey M. Desenko,
Svetlana V. Shishkina,
Oleg V. Shishkin,
Aleksander A. Brazhko,
Vladimir I. Musatov,
Erik V. Van der Eycken and
Valentin A. Chebanov

Full Research Paper
Published 31 May 2017

PDF
Album
1. Graphical Abstract
2. Scheme 1: Aminoazoles in GBB-3CR and Ugi-4CR.
  
  Jump to Scheme 1
3. Scheme 2: Reactivity of 5-amino-N-aryl-1H-pyrazole-4-carboxamide and 3-amino-5-methylisoxazole in GBB-3CR and...
  
  Jump to Scheme 2
4. Figure 1: Alternative structures A and B for compounds 4 and 6.
  
  Jump to Figure 1
5. Figure 2: Selected data of HSQC and HMBC experiments for compound 4a.
  
  Jump to Figure 2
6. Figure 3: Molecular structure of 3-(tert-butylamino)-2-(4-chlorophenyl)-N-(4-fluorophenyl)-1H-imidazo[1,2-b]p...
  
  Jump to Figure 3
7. Figure 4: Selected data of NOE and HSQC experiments for compound 9d.
  
  Jump to Figure 4
8. Figure 5: Molecular structure of N-(2-(tert-butylamino)-1-(4-chlorophenyl)-2-oxoethyl)-N-(5-methylisoxazol-3-...
  
  Jump to Figure 5
Supp. Info

Graphical Abstract

Beilstein J. Org. Chem. 2017, 13, 1050–1063, doi:10.3762/bjoc.13.104

Full Text

The regioselective synthesis of spirooxindolo pyrrolidines and pyrrolizidines via three-component reactions of acrylamides and aroylacrylic acids with isatins and α-amino acids

Tatyana L. Pavlovskaya,
Fedor G. Yaremenko,
Victoria V. Lipson,
Svetlana V. Shishkina,
Oleg V. Shishkin,
Vladimir I. Musatov and
Alexander S. Karpenko

Full Research Paper
Published 09 Jan 2014

PDF
Album
1. Graphical Abstract
2. Figure 1: The NOE correlations of the signals in ¹H NMR spectra of compounds 4b–4d.
  
  Jump to Figure 1
3. Figure 2: Molecular structure of spirooxindole 4a according to X-ray diffraction data.
  
  Jump to Figure 2
4. Figure 3: The NOE correlations of the signals in ¹H NMR spectrum of compound 6c.
  
  Jump to Figure 3
5. Figure 4: Molecular structure of spirooxindole 6a observed in crystal phase as solvate with methanol accordin...
  
  Jump to Figure 4
6. Scheme 1: The mechanism of the regioselective synthesis of compounds 4 and 6.
  
  Jump to Scheme 1
7. Figure 5: Conformations of acrylamide and benzoylacrylic acid.
  
  Jump to Figure 5
8. Figure 6: The Fukui function indices of acrylamide, azomethine ylide and benzoylacrylic acid.
  
  Jump to Figure 6
9. Scheme 2: The synthesis of compounds 7a–7c.
  
  Jump to Scheme 2
10. Figure 7: The selected COSY, NOESY and HMBC correlations of the signals in the ¹H and ¹³C NMR spectra of comp...
  
  Jump to Figure 7
11. Scheme 3: Tentative reaction mechanism for the decarboxylative cyclative rearrangement of the initial three-c...
  
  Jump to Scheme 3
Supp. Info

Graphical Abstract

Beilstein J. Org. Chem. 2014, 10, 117–126, doi:10.3762/bjoc.10.8

Full Text

Other Beilstein-Institut Open Science Activities

Keep Informed

RSS Feed

Subscribe to our Latest Articles RSS Feed.

Subscribe

Email Notification

Register and get informed about new articles.

Register

Follow the Beilstein-Institut

Twitter: @BeilsteinInst