Standard

Easy Access to 2-Fluoro- and 2-Iodo-2H-azirines via the Halex Reaction. / Agafonova, Anastasiya V.; Smetanin, Ilia A.; Rostovskii, Nikolai V.; Khlebnikov, Alexander F.; Novikov, Mikhail S.

в: Synthesis, Том 51, № 24, 12.2019, стр. 4582-4589.

Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование

Harvard

Agafonova, AV, Smetanin, IA, Rostovskii, NV, Khlebnikov, AF & Novikov, MS 2019, 'Easy Access to 2-Fluoro- and 2-Iodo-2H-azirines via the Halex Reaction', Synthesis, Том. 51, № 24, стр. 4582-4589. https://doi.org/10.1055/s-0039-1690200

APA

Agafonova, A. V., Smetanin, I. A., Rostovskii, N. V., Khlebnikov, A. F., & Novikov, M. S. (2019). Easy Access to 2-Fluoro- and 2-Iodo-2H-azirines via the Halex Reaction. Synthesis, 51(24), 4582-4589. https://doi.org/10.1055/s-0039-1690200

Vancouver

Agafonova AV, Smetanin IA, Rostovskii NV, Khlebnikov AF, Novikov MS. Easy Access to 2-Fluoro- and 2-Iodo-2H-azirines via the Halex Reaction. Synthesis. 2019 Дек.;51(24):4582-4589. https://doi.org/10.1055/s-0039-1690200

Author

Agafonova, Anastasiya V. ; Smetanin, Ilia A. ; Rostovskii, Nikolai V. ; Khlebnikov, Alexander F. ; Novikov, Mikhail S. / Easy Access to 2-Fluoro- and 2-Iodo-2H-azirines via the Halex Reaction. в: Synthesis. 2019 ; Том 51, № 24. стр. 4582-4589.

BibTeX

@article{d848ae7cd2954331aff82e29c1767168,
title = "Easy Access to 2-Fluoro- and 2-Iodo-2H-azirines via the Halex Reaction",
abstract = "A simple gram-scale method for the preparation of esters and dialkylamides of 2-(fluoro/iodo)-2H-azirine-2-carboxylic acids via the halogen exchange (Halex) reaction of 2-bromo-substituted analogues is reported. The method operates with inexpensive and safe reagents­, Bu4NF and potassium iodide, providing high product yields. Alternatively, 2-fluoro-2H-azirine-2-carboxylates can be prepared from 2-iodo- and 2-chloro-analogues. The latter compounds can be obtained in practically quantitative yield by treating the 2-iodo- and 2-bromo-2H-azirine-2-carboxylic esters with Bu4NCl.",
keywords = "azirines, halogen exchange reaction, fluorine, Iodine, nucleophilic­ substitution, nucleophilic substitution, iodine, nucleophilic- substitution, 2H-AZIRINES, ISOMERIZATION, FLUORINATION, 2-HALO-2H-AZIRINES, ISOXAZOLES, HALOGEN EXCHANGE, I-124, CHEMISTRY",
author = "Agafonova, {Anastasiya V.} and Smetanin, {Ilia A.} and Rostovskii, {Nikolai V.} and Khlebnikov, {Alexander F.} and Novikov, {Mikhail S.}",
note = "Publisher Copyright: {\textcopyright} 2019 Georg Thieme Verlag. All rights reserved.",
year = "2019",
month = dec,
doi = "10.1055/s-0039-1690200",
language = "English",
volume = "51",
pages = "4582--4589",
journal = "Synthesis",
issn = "0039-7881",
publisher = "Georg Thieme Verlag",
number = "24",

}

RIS

TY - JOUR

T1 - Easy Access to 2-Fluoro- and 2-Iodo-2H-azirines via the Halex Reaction

AU - Agafonova, Anastasiya V.

AU - Smetanin, Ilia A.

AU - Rostovskii, Nikolai V.

AU - Khlebnikov, Alexander F.

AU - Novikov, Mikhail S.

N1 - Publisher Copyright: © 2019 Georg Thieme Verlag. All rights reserved.

PY - 2019/12

Y1 - 2019/12

N2 - A simple gram-scale method for the preparation of esters and dialkylamides of 2-(fluoro/iodo)-2H-azirine-2-carboxylic acids via the halogen exchange (Halex) reaction of 2-bromo-substituted analogues is reported. The method operates with inexpensive and safe reagents­, Bu4NF and potassium iodide, providing high product yields. Alternatively, 2-fluoro-2H-azirine-2-carboxylates can be prepared from 2-iodo- and 2-chloro-analogues. The latter compounds can be obtained in practically quantitative yield by treating the 2-iodo- and 2-bromo-2H-azirine-2-carboxylic esters with Bu4NCl.

AB - A simple gram-scale method for the preparation of esters and dialkylamides of 2-(fluoro/iodo)-2H-azirine-2-carboxylic acids via the halogen exchange (Halex) reaction of 2-bromo-substituted analogues is reported. The method operates with inexpensive and safe reagents­, Bu4NF and potassium iodide, providing high product yields. Alternatively, 2-fluoro-2H-azirine-2-carboxylates can be prepared from 2-iodo- and 2-chloro-analogues. The latter compounds can be obtained in practically quantitative yield by treating the 2-iodo- and 2-bromo-2H-azirine-2-carboxylic esters with Bu4NCl.

KW - azirines

KW - halogen exchange reaction

KW - fluorine

KW - Iodine

KW - nucleophilic­ substitution

KW - nucleophilic substitution

KW - iodine

KW - nucleophilic- substitution

KW - 2H-AZIRINES

KW - ISOMERIZATION

KW - FLUORINATION

KW - 2-HALO-2H-AZIRINES

KW - ISOXAZOLES

KW - HALOGEN EXCHANGE

KW - I-124

KW - CHEMISTRY

UR - http://www.mendeley.com/research/easy-access-2fluoro-2iodo2hazirines-via-halex-reaction

UR - http://www.scopus.com/inward/record.url?scp=85075939240&partnerID=8YFLogxK

U2 - 10.1055/s-0039-1690200

DO - 10.1055/s-0039-1690200

M3 - Article

VL - 51

SP - 4582

EP - 4589

JO - Synthesis

JF - Synthesis

SN - 0039-7881

IS - 24

ER -

ID: 49875744