Standard

Metal-Free Eliminative C-H Arylthiolation of 2H-Imidazole N-Oxides with Thiophenols. / Nikiforov, Egor A.; Vaskina, Nailya F.; Moseev, Timofey D. et al.
In: Chemistry (Switzerland), Vol. 5, No. 3, 2023, p. 1477-1487.

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

Harvard

Nikiforov, EA, Vaskina, NF, Moseev, TD, Varaksin, MV, Charushin, VN & Chupakhin, ON 2023, 'Metal-Free Eliminative C-H Arylthiolation of 2H-Imidazole N-Oxides with Thiophenols', Chemistry (Switzerland), vol. 5, no. 3, pp. 1477-1487. https://doi.org/10.3390/chemistry5030100

APA

Nikiforov, E. A., Vaskina, N. F., Moseev, T. D., Varaksin, M. V., Charushin, V. N., & Chupakhin, O. N. (2023). Metal-Free Eliminative C-H Arylthiolation of 2H-Imidazole N-Oxides with Thiophenols. Chemistry (Switzerland), 5(3), 1477-1487. https://doi.org/10.3390/chemistry5030100

Vancouver

Nikiforov EA, Vaskina NF, Moseev TD, Varaksin MV, Charushin VN, Chupakhin ON. Metal-Free Eliminative C-H Arylthiolation of 2H-Imidazole N-Oxides with Thiophenols. Chemistry (Switzerland). 2023;5(3):1477-1487. doi: 10.3390/chemistry5030100

Author

Nikiforov, Egor A. ; Vaskina, Nailya F. ; Moseev, Timofey D. et al. / Metal-Free Eliminative C-H Arylthiolation of 2H-Imidazole N-Oxides with Thiophenols. In: Chemistry (Switzerland). 2023 ; Vol. 5, No. 3. pp. 1477-1487.

BibTeX

@article{73f63b1557ed420cb94db842bda18cf6,
title = "Metal-Free Eliminative C-H Arylthiolation of 2H-Imidazole N-Oxides with Thiophenols",
abstract = "A synthetic strategy based on reactions of cyclic imine oxides, namely 2H-imidazole 1-oxides, with thiophenols mediated by acetyl chloride was successfully applied as a convenient tool to obtain a series of novel azaheterocyclic molecules, including water-soluble hydrochloride forms. Optimized reaction conditions found herein for the nucleophilic substitution of hydrogen (SNH) in non-aromatic azaheterocyclic substrates via the “addition-elimination” (SNH AE) scheme enabled 15 arylthiolated 2H-imidazoles to be prepared in yields of up to 90%. The developed methodology discloses an original synthetic way to obtain numerous azaheterocyclic molecules, which are of interest in the field of medicinal chemistry and materials science.",
author = "Nikiforov, {Egor A.} and Vaskina, {Nailya F.} and Moseev, {Timofey D.} and Varaksin, {Mikhail V.} and Charushin, {Valery N.} and Chupakhin, {Oleg N.}",
note = "This work was financially supported by the Russian Science Foundation (RSF), project № 23-63-10011.",
year = "2023",
doi = "10.3390/chemistry5030100",
language = "English",
volume = "5",
pages = "1477--1487",
journal = "Chemistry (Switzerland)",
issn = "2624-8549",
publisher = "Multidisciplinary Digital Publishing Institute (MDPI)",
number = "3",

}

RIS

TY - JOUR

T1 - Metal-Free Eliminative C-H Arylthiolation of 2H-Imidazole N-Oxides with Thiophenols

AU - Nikiforov, Egor A.

AU - Vaskina, Nailya F.

AU - Moseev, Timofey D.

AU - Varaksin, Mikhail V.

AU - Charushin, Valery N.

AU - Chupakhin, Oleg N.

N1 - This work was financially supported by the Russian Science Foundation (RSF), project № 23-63-10011.

PY - 2023

Y1 - 2023

N2 - A synthetic strategy based on reactions of cyclic imine oxides, namely 2H-imidazole 1-oxides, with thiophenols mediated by acetyl chloride was successfully applied as a convenient tool to obtain a series of novel azaheterocyclic molecules, including water-soluble hydrochloride forms. Optimized reaction conditions found herein for the nucleophilic substitution of hydrogen (SNH) in non-aromatic azaheterocyclic substrates via the “addition-elimination” (SNH AE) scheme enabled 15 arylthiolated 2H-imidazoles to be prepared in yields of up to 90%. The developed methodology discloses an original synthetic way to obtain numerous azaheterocyclic molecules, which are of interest in the field of medicinal chemistry and materials science.

AB - A synthetic strategy based on reactions of cyclic imine oxides, namely 2H-imidazole 1-oxides, with thiophenols mediated by acetyl chloride was successfully applied as a convenient tool to obtain a series of novel azaheterocyclic molecules, including water-soluble hydrochloride forms. Optimized reaction conditions found herein for the nucleophilic substitution of hydrogen (SNH) in non-aromatic azaheterocyclic substrates via the “addition-elimination” (SNH AE) scheme enabled 15 arylthiolated 2H-imidazoles to be prepared in yields of up to 90%. The developed methodology discloses an original synthetic way to obtain numerous azaheterocyclic molecules, which are of interest in the field of medicinal chemistry and materials science.

UR - http://www.scopus.com/inward/record.url?partnerID=8YFLogxK&scp=85172091340

UR - https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=tsmetrics&SrcApp=tsm_test&DestApp=WOS_CPL&DestLinkType=FullRecord&KeyUT=001075747900001

U2 - 10.3390/chemistry5030100

DO - 10.3390/chemistry5030100

M3 - Article

VL - 5

SP - 1477

EP - 1487

JO - Chemistry (Switzerland)

JF - Chemistry (Switzerland)

SN - 2624-8549

IS - 3

ER -

ID: 45995445