Home / Articles / Facile access to 1,2,3-triazole-fused polycyclic scaffolds via triple cascade reaction

Facile access to 1,2,3-triazole-fused polycyclic scaffolds via triple cascade reaction

Nikolay A Baklagin 1
Nikolay A Baklagin
, 
Roman Spartakovich Tatevosian 1
Roman Spartakovich Tatevosian
, 
Anfisa Lvovna Shosheva 1
Anfisa Lvovna Shosheva
, 
Gennadij Vladimirovich Latyshev 1
Gennadij Vladimirovich Latyshev
, 
Yuri Nikolaevich Kotovshchikov 1
Yuri Nikolaevich Kotovshchikov
, 
Nikolai Vadimovich Lukashev 1
Nikolai Vadimovich Lukashev
, 
10.71267/mencom.8082
Published 23 September 2026 , received 4 May 2026
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Baklagin N. A. et al. Facile access to 1,2,3-triazole-fused polycyclic scaffolds via triple cascade reaction // Mendeleev Communications. 2026.
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Baklagin N. A., Tatevosian R. S., Shosheva A. L., Latyshev G. V., Kotovshchikov Y. N., Lukashev N. V., Beletskaya I. P. Facile access to 1,2,3-triazole-fused polycyclic scaffolds via triple cascade reaction // Mendeleev Communications. 2026.
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TY - JOUR
DO - 10.71267/mencom.8082
UR - https://mendcomm.colab.ws/publications/10.71267/mencom.8082
TI - Facile access to 1,2,3-triazole-fused polycyclic scaffolds via triple cascade reaction
T2 - Mendeleev Communications
AU - Baklagin, Nikolay A
AU - Tatevosian, Roman Spartakovich
AU - Shosheva, Anfisa Lvovna
AU - Latyshev, Gennadij Vladimirovich
AU - Kotovshchikov, Yuri Nikolaevich
AU - Lukashev, Nikolai Vadimovich
AU - Beletskaya, Irina Petrovna
PY - 2026
DA - 2026/09/23
PB - Mendeleev Communications
ER -
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@article{2026_Baklagin,
author = {Nikolay A Baklagin and Roman Spartakovich Tatevosian and Anfisa Lvovna Shosheva and Gennadij Vladimirovich Latyshev and Yuri Nikolaevich Kotovshchikov and Nikolai Vadimovich Lukashev and Irina Petrovna Beletskaya},
title = {Facile access to 1,2,3-triazole-fused polycyclic scaffolds via triple cascade reaction},
journal = {Mendeleev Communications},
year = {2026},
publisher = {Mendeleev Communications},
month = {Sep},
url = {https://mendcomm.colab.ws/publications/10.71267/mencom.8082},
doi = {10.71267/mencom.8082}
}
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Keywords

1,2,3-triazoles
aminals
Annulation
domino reactions
fused heterocycles
imidazoles
quinazolines

Abstract

The cascade oxidative annulation of iodotriazole-tethered benzaldehydes with o-phenylenediamines provides convenient access to novel fused azaheterocyclic scaffolds incorporating 1,2,3-triazole, quinazoline, and benzimidazole cores. The use of aliphatic 1,2- and 1,3-diamines requires an additional one-pot oxidation step.

Funders

Russian Science Foundation
23-73-10043

References

1.
An Update on the Nitrogen Heterocycle Compositions and Properties of U.S. FDA-Approved Pharmaceuticals (2013–2023)
Marshall C.M., Federice J.G., Bell C.N., Cox P.B., Njardarson J.T.
Journal of Medicinal Chemistry, 2024
2.
Recent Catalytic Routes to 3-Azabicyclo[3.1.0]hexane Derivatives
Barashkova X.A., Latyshev G.V., Kotovshchikov Y.N., Lukashev N.V., Beletskaya I.P.
Russian Journal of Organic Chemistry, 2024
4.
Fused Heterocyclic Polymers with Aggregation-Induced Emission: Synthesis and Applications
Fan D., Wang D., Han T., Tang B.Z.
ACS Applied Polymer Materials, 2022
5.
Fused heterocycle-based energetic materials (2012–2019)
Gao H., Zhang Q., Shreeve J.M.
Journal of Materials Chemistry A, 2020
6.
Larin A.A., Fershtat L.L.
Mendeleev Communications, 2022
7.
Condensed 1,2,3-triazoles (review)
Shafran E.A., Bakulev V.A., Rozin Y.A., Shafran Y.M.
Chemistry of Heterocyclic Compounds, 2008
9.
Click Chemistry: 1,2,3-Triazoles as Pharmacophores
Agalave S.G., Maujan S.R., Pore V.S.
Chemistry - An Asian Journal, 2011
10.
CuAAC-ensembled 1,2,3-triazole-linked isosteres as pharmacophores in drug discovery: review
Rani A., Singh G., Singh A., Maqbool U., Kaur G., Singh J.
RSC Advances, 2020
11.
Synthetic Developments and Biological Insights of 1,2,3-Triazoles: Unravelling Scope for Drug Discovery
Martis G.J., Maiya S., Gaonkar S.L.
European Journal of Medicinal Chemistry Reports, 2026
12.
Cascade Transformations of [1,2,3]Triazolo[1,5-a]pyridines as Convenient Precursors of Diazo Compounds and Metal Carbenes
Kotovshchikov Y.N., Voloshkin V.A., Latyshev G.V., Lukashev N.V., Beletskaya I.P.
Russian Journal of Organic Chemistry, 2021
13.
Progress on Pyridotriazole Chemistry: Synthesis and Transformations
Shen R., Yin K., Yu M., Li X.
Asian Journal of Organic Chemistry, 2022
14.
Copper(I)-Catalyzed Cycloaddition of Organic Azides and 1-Iodoalkynes
Hein J., Tripp J., Krasnova L., Sharpless K. ., Fokin V.
Angewandte Chemie - International Edition, 2009
16.
Multicomponent Aqueous Synthesis of Iodo-1,2,3-triazoles: Single-Step Models for Dual Modification of Free Peptide and Radioactive Iodo Labeling
Li L., Ding S., Yang Y., Zhu A., Fan X., Cui M., Chen C., Zhang G.
Chemistry - A European Journal, 2016
17.
5-Iodo-1H-1,2,3-triazoles as Versatile Building Blocks
Balova I.A., Danilkina N.A., Govdi A.I.
Synthesis, 2020
19.
Easy access to 5-cyanotriazoles via Pd-catalyzed cyanation of 5-iodotriazoles
Galashev R.N., Latyshev G.V., Kotovshchikov Y.N., Lukashev N.V., Beletskaya I.P.
Organic and Biomolecular Chemistry, 2025
20.
Chemodivergent Pd-Catalyzed Cyanation of 5-Iodo-1,2,3-triazoles
Galashev R.N., Latyshev G.V., Kotovshchikov Y.N., Lukashev N.V., Beletskaya I.P.
Russian Journal of Organic Chemistry, 2025
21.
1-Iodobuta-1,3-diynes in Copper-Catalyzed Azide–Alkyne Cycloaddition: A One-Step Route to 4-Ethynyl-5-iodo-1,2,3-triazoles
Govdi A.I., Danilkina N.A., Ponomarev A.V., Balova I.A.
Journal of Organic Chemistry, 2019
22.
A general method of Suzuki–Miyaura cross-coupling of 4- and 5-halo-1,2,3-triazoles in water
Gribanov P.S., Chesnokov G.A., Topchiy M.A., Asachenko A.F., Nechaev M.S.
Organic and Biomolecular Chemistry, 2017
23.
General Method of Synthesis of 5-(Het)arylamino-1,2,3-triazoles via Buchwald–Hartwig Reaction of 5-Amino- or 5-Halo-1,2,3-triazoles
Gribanov P.S., Philippova A.N., Topchiy M.A., Minaeva L.I., Asachenko A.F., Osipov S.N.
Molecules, 2022
24.
Palladium-Catalyzed Cross-Coupling of 1,4-Disubstituted 5-Iodo-1,2,3-tri­azoles with Organotin Reagents
Thibonnet J., Carcenac Y., David-Quillot F., Abarbri M., Duchêne A.
Synthesis, 2013
26.
Synthesis of fused 1,2,3-triazolo-1,3,6-triazonines through copper-catalyzed intramolecular Ullmann cross-coupling reaction
do Nascimento J.E., Gonçalves L.C., Hooyberghs G., Van der Eycken E.V., Alves D., Lenardão E.J., Perin G., Jacob R.G.
Tetrahedron Letters, 2016
28.
Divergent Cyclization of 2-(5-Iodo-1,2,3-triazolyl)benzamides toward Triazole-Fused Lactams and Cyclic Imidates
Kotovshchikov Y., Tatevosyan S.S., Latyshev G., Kugusheva Z.R., Lukashev N., Beletskaya I.P.
New Journal of Chemistry, 2023
29.
Synthesis and Ativiral Activity of 5-(Benzylthio)-4-carbamyl-1,2,3-triazoles Against Human Cytomegalovirus (CMV) and Varicella-zoster Virus (VZV)
Wen Y., Zhang Z., Liu N., Andrei G., Snoeck R., Xiang Y., Schols D., Chen X., Zhang Z., Zhang Q., Wu Q.
Medicinal Chemistry, 2017
30.
Halogen Exchange (Halex) Reaction of 5-Iodo-1,2,3-triazoles: Synthesis and Applications of 5-Fluorotriazoles
Worrell B.T., Hein J.E., Fokin V.V.
Angewandte Chemie - International Edition, 2012
31.
Facile Access to Triazole-Fused 3,1-Benzoxazines Enabled by Metal-Free Base-Promoted Intramolecular C–O Coupling
Kotovshchikov Y.N., Tatevosyan S.S., Latyshev G.V., Lukashev N.V., Beletskaya I.P.
Synthesis, 2021
32.
Domino Construction of Benzoxazole-Derived Sulfonamides via Metal-Free Denitrogenation of 5-Iodo-1,2,3-triazoles in the Presence of SO2and Amines
Gevondian A.G., Kotovshchikov Y.N., Latyshev G.V., Lukashev N.V., Beletskaya I.P.
Journal of Organic Chemistry, 2021
33.
Annulation-Triggered Denitrogenative Transformations of 2-(5-Iodo-1,2,3-triazolyl)benzoic Acids
Voloshkin V.A., Kotovshchikov Y.N., Latyshev G.V., Lukashev N.V., Beletskaya I.P.
Journal of Organic Chemistry, 2022
34.
A Route to Triazole-Fused Sultams via Metal-Free Base-Mediated Cyclization of Sulfonamide-Tethered 5-Iodotriazoles
Tatevosyan S.S., Kotovshchikov Y.N., Latyshev G.V., Erzunov D.A., Sokolova D.V., Beletskaya I.P., Lukashev N.V.
Journal of Organic Chemistry, 2020
35.
Metal-Free Reductive C–C-Coupling between Arylboronic Acids and 2-(5-Iodo-1,2,3-triazol-1-yl)phenols
Gevondian A.G., Kotovshchikov Y.N., Latyshev G.V., Lukashev N.V., Beletskaya I.P.
Russian Journal of Organic Chemistry, 2023
36.
Access to Bicyclo[3.1.0]hexane and Cyclopenta[c]pyrazole Scaffolds via Solvent-Directed Divergent Reactivity of 5-Iodotriazoles
Barashkova X.A., Gevondian A.G., Latyshev G.V., Kotovshchikov Y.N., Bezzubov S.I., Lukashev N.V., Beletskaya I.P.
Organic Letters, 2024
37.
Divergent Assembly of Fused Polycyclic Scaffolds from Iodotriazole-Tethered Benzaldehydes
Shosheva A.L., Tatevosian R.S., Latyshev G., Kotovshchikov Y., Lukashev N., Beletskaya I.P.
Organic and Biomolecular Chemistry, 2026