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Facile access to 2-acyloxy-, aryloxy- and alkenyloxy-2H-azirines via an S(N)2 '-S(N)2 ' cascade in 2-halo-2H-azirines. / Rostovskii, Nikolai V.; Smetanin, Ilia A.; Agafonova, Anastasiya V.; Sakharov, Pavel A.; Ruvinskaya, Julia O.; Khlebnikov, Alexander F.; Novikov, Mikhail S.

в: Organic and Biomolecular Chemistry, Том 16, № 17, 07.05.2018, стр. 3248-3257.

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

Harvard

Rostovskii, NV, Smetanin, IA, Agafonova, AV, Sakharov, PA, Ruvinskaya, JO, Khlebnikov, AF & Novikov, MS 2018, 'Facile access to 2-acyloxy-, aryloxy- and alkenyloxy-2H-azirines via an S(N)2 '-S(N)2 ' cascade in 2-halo-2H-azirines', Organic and Biomolecular Chemistry, Том. 16, № 17, стр. 3248-3257. https://doi.org/10.1039/c8ob00553b

APA

Rostovskii, N. V., Smetanin, I. A., Agafonova, A. V., Sakharov, P. A., Ruvinskaya, J. O., Khlebnikov, A. F., & Novikov, M. S. (2018). Facile access to 2-acyloxy-, aryloxy- and alkenyloxy-2H-azirines via an S(N)2 '-S(N)2 ' cascade in 2-halo-2H-azirines. Organic and Biomolecular Chemistry, 16(17), 3248-3257. https://doi.org/10.1039/c8ob00553b

Vancouver

Rostovskii NV, Smetanin IA, Agafonova AV, Sakharov PA, Ruvinskaya JO, Khlebnikov AF и пр. Facile access to 2-acyloxy-, aryloxy- and alkenyloxy-2H-azirines via an S(N)2 '-S(N)2 ' cascade in 2-halo-2H-azirines. Organic and Biomolecular Chemistry. 2018 Май 7;16(17):3248-3257. https://doi.org/10.1039/c8ob00553b

Author

Rostovskii, Nikolai V. ; Smetanin, Ilia A. ; Agafonova, Anastasiya V. ; Sakharov, Pavel A. ; Ruvinskaya, Julia O. ; Khlebnikov, Alexander F. ; Novikov, Mikhail S. / Facile access to 2-acyloxy-, aryloxy- and alkenyloxy-2H-azirines via an S(N)2 '-S(N)2 ' cascade in 2-halo-2H-azirines. в: Organic and Biomolecular Chemistry. 2018 ; Том 16, № 17. стр. 3248-3257.

BibTeX

@article{81ea451bb65d4eea8e15ca068e973351,
title = "Facile access to 2-acyloxy-, aryloxy- and alkenyloxy-2H-azirines via an S(N)2 '-S(N)2 ' cascade in 2-halo-2H-azirines",
abstract = "Various 2-oxygen-substituted 2H-azirine-2-carboxylic acid derivatives were synthesized in high yields under mild conditions from readily available precursors, 2-halo-2H-azirines and OH-reagents having pK(a) values in the range of 3-10. This reaction is the first example of substitution at the azirine carbon atom for which an unusual S(N)2'-S(N)2' cascade mechanism was revealed.",
keywords = "HALOGENATED IMINO COMPOUNDS, CARBOXYLIC-ACIDS, FUNCTIONALIZED 2H-AZIRINES, REACTIVITY, CYCLOADDITION, NUCLEOPHILES, CYCLIZATION, CHEMISTRY, AZIRINES, 3-DIAZOINDOLIN-2-IMINES",
author = "Rostovskii, {Nikolai V.} and Smetanin, {Ilia A.} and Agafonova, {Anastasiya V.} and Sakharov, {Pavel A.} and Ruvinskaya, {Julia O.} and Khlebnikov, {Alexander F.} and Novikov, {Mikhail S.}",
year = "2018",
month = may,
day = "7",
doi = "10.1039/c8ob00553b",
language = "Английский",
volume = "16",
pages = "3248--3257",
journal = "Organic and Biomolecular Chemistry",
issn = "1477-0520",
publisher = "Royal Society of Chemistry",
number = "17",

}

RIS

TY - JOUR

T1 - Facile access to 2-acyloxy-, aryloxy- and alkenyloxy-2H-azirines via an S(N)2 '-S(N)2 ' cascade in 2-halo-2H-azirines

AU - Rostovskii, Nikolai V.

AU - Smetanin, Ilia A.

AU - Agafonova, Anastasiya V.

AU - Sakharov, Pavel A.

AU - Ruvinskaya, Julia O.

AU - Khlebnikov, Alexander F.

AU - Novikov, Mikhail S.

PY - 2018/5/7

Y1 - 2018/5/7

N2 - Various 2-oxygen-substituted 2H-azirine-2-carboxylic acid derivatives were synthesized in high yields under mild conditions from readily available precursors, 2-halo-2H-azirines and OH-reagents having pK(a) values in the range of 3-10. This reaction is the first example of substitution at the azirine carbon atom for which an unusual S(N)2'-S(N)2' cascade mechanism was revealed.

AB - Various 2-oxygen-substituted 2H-azirine-2-carboxylic acid derivatives were synthesized in high yields under mild conditions from readily available precursors, 2-halo-2H-azirines and OH-reagents having pK(a) values in the range of 3-10. This reaction is the first example of substitution at the azirine carbon atom for which an unusual S(N)2'-S(N)2' cascade mechanism was revealed.

KW - HALOGENATED IMINO COMPOUNDS

KW - CARBOXYLIC-ACIDS

KW - FUNCTIONALIZED 2H-AZIRINES

KW - REACTIVITY

KW - CYCLOADDITION

KW - NUCLEOPHILES

KW - CYCLIZATION

KW - CHEMISTRY

KW - AZIRINES

KW - 3-DIAZOINDOLIN-2-IMINES

UR - http://www.scopus.com/inward/record.url?scp=85046643504&partnerID=8YFLogxK

UR - http://www.mendeley.com/research/facile-access-2acyloxy-aryloxy-alkenyloxy2-h-azirines-via-sn2sn2-cascade-2halo2-h-azirines

U2 - 10.1039/c8ob00553b

DO - 10.1039/c8ob00553b

M3 - статья

VL - 16

SP - 3248

EP - 3257

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

SN - 1477-0520

IS - 17

ER -

ID: 28186096