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The first example of α-ferrocenylalkylation of 2-thiohydantoin

Dmitry Alexandrovich Guk 1
Dmitry Alexandrovich Guk
, 
Georgy L. Karetnikov 1
Georgy L. Karetnikov
, 
Roman Olegovich Burlutsky 1
Roman Olegovich Burlutsky
, 
Victor Aleksandrovich Tafeenko 1
Victor Aleksandrovich Tafeenko
, 
Published 4 June 2026 , received 23 January 2026
Communication , Volume 36, Issue 4, 466-468
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Guk D. A. et al. The first example of α-ferrocenylalkylation of 2-thiohydantoin // Mendeleev Communications. 2026. Vol. 36. No. 4. pp. 466-468.
GOST all authors (up to 50)
Guk D. A., Karetnikov G. L., Burlutsky R. O., Tafeenko V. A., Beloglazkina E. K. The first example of α-ferrocenylalkylation of 2-thiohydantoin // Mendeleev Communications. 2026. Vol. 36. No. 4. pp. 466-468.
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TY - JOUR
DO - 10.71267/mencom.8001
UR - https://mendcomm.colab.ws/publications/10.71267/mencom.8001
TI - The first example of α-ferrocenylalkylation of 2-thiohydantoin
T2 - Mendeleev Communications
AU - Guk, Dmitry Alexandrovich
AU - Karetnikov, Georgy L.
AU - Burlutsky, Roman Olegovich
AU - Tafeenko, Victor Aleksandrovich
AU - Beloglazkina, Elena Kimovna
PY - 2026
DA - 2026/06/04
PB - Mendeleev Communications
SP - 466-468
IS - 4
VL - 36
ER -
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@article{2026_Guk,
author = {Dmitry Alexandrovich Guk and Georgy L. Karetnikov and Roman Olegovich Burlutsky and Victor Aleksandrovich Tafeenko and Elena Kimovna Beloglazkina},
title = {The first example of α-ferrocenylalkylation of 2-thiohydantoin},
journal = {Mendeleev Communications},
year = {2026},
volume = {36},
publisher = {Mendeleev Communications},
month = {Jun},
url = {https://mendcomm.colab.ws/publications/10.71267/mencom.8001},
number = {4},
pages = {466--468},
doi = {10.71267/mencom.8001}
}
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Guk, Dmitry Alexandrovich, et al. “The first example of α-ferrocenylalkylation of 2-thiohydantoin.” Mendeleev Communications, vol. 36, no. 4, Jun. 2026, pp. 466-468. https://mendcomm.colab.ws/publications/10.71267/mencom.8001.
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Keywords

2-thiohydantoin
ambident anion
nucleophilic substitution
organometallic ligand
α-ferrocenylalkylation

Abstract

The first example of the α-ferrocenylalkylation reaction of substituted 2-thiohydantoin was performed using a developed two-step procedure involving the formation of a salt of the starting thioamide with (ferrocenylmethyl)trimethylammonium, followed by alkylation of the anion by its counterion. The reaction results in the formation of isomeric N- and S-alkylation products; moreover, N-alkylation of the thiohydantoin anion in the presence of a more nucleophilic sulfur atom is observed for the first time. The resulting compounds are promising organometallic ligands for the synthesis of bimetallic complexes.

Funders

Russian Science Foundation
25-73-00040

References

1.
Novel Copper-Containing Cytotoxic Agents Based on 2-Thioxoimidazolones
Krasnovskaya O.O., Guk D.A., Naumov A.E., Nikitina V.N., Semkina A.S., Vlasova K.Y., Pokrovsky V., Ryabaya O.O., Karshieva S.S., Skvortsov D.A., Zhirkina I.V., Shafikov R.R., Gorelkin P.V., Vaneev A.N., Erofeev A.S., et. al.
Journal of Medicinal Chemistry, 2020
2.
New Fe-Cu bimetallic coordination compounds based on ω-ferrocene carboxylic acids and 2-thioimidazol-4-ones: Structural, mechanistic and biological studies
Guk D.A., Krasnovskaya O.O., Moiseeva A.A., Tafeenko V.A., Ul'yanovskii N.V., Kosyakov D.S., Pergushov V.I., Ya. Melnikov M., Zyk N.V., Skvortsov D.A., Lopatukhina E.V., Vaneev A.N., Gorelkin P.V., Erofeev A.S., Majouga A.G., et. al.
Inorganic Chemistry Frontiers, 2021
4.
α-Metallocenylalkylation
Boev V.I., Snegur L.V., Babin V.N., Nekrasov Y.S.
Russian Chemical Reviews, 1997
5.
α-Ferrocenylalkylation of Some Biologically Active Compounds
Snegur L.V., Boev V.I., Babin V.N., Moskalenko A.I., Nekrasov Y.S.
Russian Journal of Organic Chemistry, 2002
9.
α-Ferrocenylalkyl carbonates: Reagents for ferrocenylalkylation reactions under mild neutral conditions
Shevaldina E.V., Shagina A.D., Kalinin V.N., Ponomaryov A.B., Smol'yakov A.F., Moiseev S.K.
Journal of Organometallic Chemistry, 2017
10.
Scaffold Hopping-Driven Optimization for the Identification of NLRP3 Inhibitors as Potential Gout Therapeutics
Shi C., Lyu W., Yu J., Chen Y., Xiu S., Zhang X., Zhang L., Liu Z.
European Journal of Medicinal Chemistry, 2024
11.
Synthesis and characterization of some new S-alkylated and mannich bases carrying 2-thioxoimidazolidin-4-one moiety
Khalifa N.M., Al-Omar M.A., Mohamed N.A., El-Serwy W.S.
Russian Journal of General Chemistry, 2015