Home / Articles / Synthesis and reactivity of octa(methoxycarbonyl)cycloheptatriene

Synthesis and reactivity of octa(methoxycarbonyl)cycloheptatriene

Alexander Yuryevich Belyy 1
Alexander Yuryevich Belyy
, 
Rinat Faritovich Salikov 1
Rinat Faritovich Salikov
, 
Alena D Sokolova 1
Alena D Sokolova
, 
Egor D Tokhtobin 1
Egor D Tokhtobin
, 
Dmitry Nikolaevich Platonov 1
Dmitry Nikolaevich Platonov
, 
Published 4 June 2026 , received 2 February 2026
Communication , Volume 36, Issue 4, 451-454
0
Share
Cite this
GOST
 | 
Cite this
GOST
Belyy A. Y. et al. Synthesis and reactivity of octa(methoxycarbonyl)cycloheptatriene // Mendeleev Communications. 2026. Vol. 36. No. 4. pp. 451-454.
GOST all authors (up to 50)
Belyy A. Y., Salikov R. F., Sokolova A. D., Tokhtobin E. D., Platonov D. N., Tomilov Y. V. Synthesis and reactivity of octa(methoxycarbonyl)cycloheptatriene // Mendeleev Communications. 2026. Vol. 36. No. 4. pp. 451-454.
RIS
 | 
Cite this
RIS
TY - JOUR
DO - 10.71267/mencom.8008
UR - https://mendcomm.colab.ws/publications/10.71267/mencom.8008
TI - Synthesis and reactivity of octa(methoxycarbonyl)cycloheptatriene
T2 - Mendeleev Communications
AU - Belyy, Alexander Yuryevich
AU - Salikov, Rinat Faritovich
AU - Sokolova, Alena D
AU - Tokhtobin, Egor D
AU - Platonov, Dmitry Nikolaevich
AU - Tomilov, Yury Vasil'evich
PY - 2026
DA - 2026/06/04
PB - Mendeleev Communications
SP - 451-454
IS - 4
VL - 36
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors)
@article{2026_Belyy,
author = {Alexander Yuryevich Belyy and Rinat Faritovich Salikov and Alena D Sokolova and Egor D Tokhtobin and Dmitry Nikolaevich Platonov and Yury Vasil'evich Tomilov},
title = {Synthesis and reactivity of octa(methoxycarbonyl)cycloheptatriene},
journal = {Mendeleev Communications},
year = {2026},
volume = {36},
publisher = {Mendeleev Communications},
month = {Jun},
url = {https://mendcomm.colab.ws/publications/10.71267/mencom.8008},
number = {4},
pages = {451--454},
doi = {10.71267/mencom.8008}
}
MLA
Cite this
MLA
Belyy, Alexander Yuryevich, et al. “Synthesis and reactivity of octa(methoxycarbonyl)cycloheptatriene.” Mendeleev Communications, vol. 36, no. 4, Jun. 2026, pp. 451-454. https://mendcomm.colab.ws/publications/10.71267/mencom.8008.
Views / Visits
26 / 26

Keywords

aromatization
copper-catalyzed oxidation
cycloheptatrienes
pyridinones
reduction
sodium borohydride

Abstract

Electron-deficient cycloheptatrienes are highly acidic compounds with versatile reactivity. A copper-catalyzed oxidative dehydrogenation is applied to synthesize octa(methoxycarbonyl)cycloheptatriene from the corresponding diene analogue. The preserved reactivity of the non-acidic triene provides key mechanistic insight, revealing a tendency to form aromatic products through pathways not contingent on Brønsted acidity.

Funders

Russian Science Foundation
23-73-10181

References

3.
Novel IBX-Mediated Processes for the Synthesis of Amino Sugars and Libraries Thereof
Nicolaou K.C., Baran P.S., Zhong Y., Vega J.A.
Angewandte Chemie - International Edition, 2000
5.
DDQ as a versatile and easily recyclable oxidant: a systematic review
Alsharif M.A., Raja Q.A., Majeed N.A., Jassas R.S., Alsimaree A.A., Sadiq A., Naeem N., Mughal E.U., Alsantali R.I., Moussa Z., Ahmed S.A.
RSC Advances, 2021
8.
Copper-Catalyzed Oxidative Dehydrogenative Carboxylation of Unactivated Alkanes to Allylic Esters via Alkenes
Tran B.L., Driess M., Hartwig J.F.
Journal of the American Chemical Society, 2014
9.
Copper-Catalyzed Vinylogous Aerobic Oxidation of Unsaturated Compounds with Air
Zhang H., Schuppe A.W., Pan S., Chen J., Wang B., Newhouse T.R., Yin L.
Journal of the American Chemical Society, 2018
10.
Copper-Catalyzed Aerobic Dehydrogenation of C-C to C=C Bonds in the Synthesis of Pyridazinones
Liang L., Yang G., Xu F., Niu Y., Sun Q., Xu P.
European Journal of Organic Chemistry, 2013
11.
Cascade Vinylation/8π-Electrocyclization and Cu(II)-Catalyzed Dehydrogenation toward Highly Stable Formally Antiaromatic Cycloheptatrienyl Anions
Ilyushchenko M.K., Salikov R.F., Sokolova A.D., Litvinenko V.V., Belyy A.Y., Platonov D.N., Tomilov Y.V.
Journal of Organic Chemistry, 2023
12.
Reactivity umpolung of the cycloheptatriene core in hexa(methoxycarbonyl)cycloheptatriene
Platonov D.N., Belyy A.Y., Salikov R.F., Erokhin K.S., Tomilov Y.V.
Beilstein Journal of Organic Chemistry, 2026
13.
Belyy A.Y., Sokolova A.D., Salikov R.F., Litvinenko V.V., Platonov D.N., Tomilov Y.V.
Mendeleev Communications, 2025
16.
Superlubricity of graphene nanoribbons on gold surfaces
Kawai S., Benassi A., Gnecco E., Söde H., Pawlak R., Feng X., Müllen K., Passerone D., Pignedoli C.A., Ruffieux P., Fasel R., Meyer E.
Science, 2016
17.
Methods for the Synthesis of Functionalized Pentacarboxycyclopentadienes
Gheewala C.D., Radtke M.A., Hui J., Hon A.B., Lambert T.H.
Organic Letters, 2017
18.
Comparison of silver and molybdenum microfocus X-ray sources for single-crystal structure determination
Krause L., Herbst-Irmer R., Sheldrick G.M., Stalke D.
Journal of Applied Crystallography, 2015
19.
SHELXT– Integrated space-group and crystal-structure determination
Sheldrick G.M.
Acta Crystallographica Section A: Foundations and Advances, 2015
20.
OLEX2: a complete structure solution, refinement and analysis program
Dolomanov O.V., Bourhis L.J., Gildea R.J., Howard J.A., Puschmann H.
Journal of Applied Crystallography, 2009
21.
Tokhtobin Egor D, Zaitsev Andrei K, Salikov Rinat Faritovich, Belyy Alexander Yuryevich, Tomilov Yury Vasil'evich
Mendeleev Communications, 2025
22.
Synthesis of 1,2,3,4,5,6,7-Heptasubstituted Cycloheptatrienes through Cycloaddition Reactions of Substituted Cyclopentadienones
Platonov D.N., Belyy A.Y., Ananyev I.V., Tomilov Y.V.
European Journal of Organic Chemistry, 2016
23.
The norcaradiene–cycloheptatriene equilibrium
McNamara O.A., Maguire A.R.
Tetrahedron, 2011
24.
Aromaticity as a Cornerstone of Heterocyclic Chemistry
Balaban A.T., Oniciu D.C., Katritzky A.R.
Chemical Reviews, 2004