Standard

Phosphonium salts based on 2H-imidazole: synthesis by direct C–H functionalization of imidazole N-oxides. / Akulov, A.; Pershin, A.; Deleva, A. et al.
In: Russian Chemical Bulletin, Vol. 72, No. 11, 01.11.2023, p. 2693-2697.

Research output: Contribution to journal › Article › peer-review

Harvard

Akulov, A, Pershin, A, Deleva, A, Varaksin, M, Charushin, V & Chupakhin, O 2023, 'Phosphonium salts based on 2H-imidazole: synthesis by direct C–H functionalization of imidazole N-oxides', Russian Chemical Bulletin, vol. 72, no. 11, pp. 2693-2697. https://doi.org/10.1007/s11172-023-4074-9

APA

Akulov, A., Pershin, A., Deleva, A., Varaksin, M., Charushin, V., & Chupakhin, O. (2023). Phosphonium salts based on 2H-imidazole: synthesis by direct C–H functionalization of imidazole N-oxides. Russian Chemical Bulletin, 72(11), 2693-2697. https://doi.org/10.1007/s11172-023-4074-9

Vancouver

Akulov A, Pershin A, Deleva A, Varaksin M, Charushin V, Chupakhin O. Phosphonium salts based on 2H-imidazole: synthesis by direct C–H functionalization of imidazole N-oxides. Russian Chemical Bulletin. 2023 Nov 1;72(11):2693-2697. doi: 10.1007/s11172-023-4074-9

Author

Akulov, A. ; Pershin, A. ; Deleva, A. et al. / Phosphonium salts based on 2H-imidazole: synthesis by direct C–H functionalization of imidazole N-oxides. In: Russian Chemical Bulletin. 2023 ; Vol. 72, No. 11. pp. 2693-2697.

BibTeX

@article{e7e3e86cc2f1461f90c0bb7c4ff99df4,
title = "Phosphonium salts based on 2H-imidazole: synthesis by direct C–H functionalization of imidazole N-oxides",
abstract = "A convenient approach towards previously unknown phosphonium salts containing a non-aromatic 2H-imidazole moiety is reported. The approach is based on a direct nucleophilic C(sp2)-H functionalization of 2H-imidazole 1-oxides with triphenylphosphine acting as a nucleophile. Herewith, the heterocyclic N-oxide moiety is utilized as an auxiliary group contributing to an abstraction of C-H proton during the elimination process. Newly obtained compounds can be a subject of further modification, e.g. used for the synthesis of monodeuterated 2H-imidazoles.",
author = "A. Akulov and A. Pershin and A. Deleva and M. Varaksin and V. Charushin and O. Chupakhin",
note = "The work was carried out under financial support of the Russian Science Fund (Project No. 23-63-10011, https://rscf.ru/project/23-63-10011/ ). The authors are grateful to the teams of the Department of Organic and Biomolecular Chemistry and the Laboratory of Integrated Research and Expert Evaluation of Organic Materials of the Ural Federal University, as well as the team of the I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences for their assistance in conducting this research.",
year = "2023",
month = nov,
day = "1",
doi = "10.1007/s11172-023-4074-9",
language = "English",
volume = "72",
pages = "2693--2697",
journal = "Russian Chemical Bulletin",
issn = "1066-5285",
publisher = "Springer",
number = "11",

}

RIS

TY - JOUR

T1 - Phosphonium salts based on 2H-imidazole: synthesis by direct C–H functionalization of imidazole N-oxides

AU - Akulov, A.

AU - Pershin, A.

AU - Deleva, A.

AU - Varaksin, M.

AU - Charushin, V.

AU - Chupakhin, O.

N1 - The work was carried out under financial support of the Russian Science Fund (Project No. 23-63-10011, https://rscf.ru/project/23-63-10011/ ). The authors are grateful to the teams of the Department of Organic and Biomolecular Chemistry and the Laboratory of Integrated Research and Expert Evaluation of Organic Materials of the Ural Federal University, as well as the team of the I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences for their assistance in conducting this research.

PY - 2023/11/1

Y1 - 2023/11/1

N2 - A convenient approach towards previously unknown phosphonium salts containing a non-aromatic 2H-imidazole moiety is reported. The approach is based on a direct nucleophilic C(sp2)-H functionalization of 2H-imidazole 1-oxides with triphenylphosphine acting as a nucleophile. Herewith, the heterocyclic N-oxide moiety is utilized as an auxiliary group contributing to an abstraction of C-H proton during the elimination process. Newly obtained compounds can be a subject of further modification, e.g. used for the synthesis of monodeuterated 2H-imidazoles.

AB - A convenient approach towards previously unknown phosphonium salts containing a non-aromatic 2H-imidazole moiety is reported. The approach is based on a direct nucleophilic C(sp2)-H functionalization of 2H-imidazole 1-oxides with triphenylphosphine acting as a nucleophile. Herewith, the heterocyclic N-oxide moiety is utilized as an auxiliary group contributing to an abstraction of C-H proton during the elimination process. Newly obtained compounds can be a subject of further modification, e.g. used for the synthesis of monodeuterated 2H-imidazoles.

UR - http://www.scopus.com/inward/record.url?partnerID=8YFLogxK&scp=85180722748

UR - https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=tsmetrics&SrcApp=tsm_test&DestApp=WOS_CPL&DestLinkType=FullRecord&KeyUT=001132088500024

U2 - 10.1007/s11172-023-4074-9

DO - 10.1007/s11172-023-4074-9

M3 - Article

VL - 72

SP - 2693

EP - 2697

JO - Russian Chemical Bulletin

JF - Russian Chemical Bulletin

SN - 1066-5285

IS - 11

ER -

ID: 50640972