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Isoxazole-azirine isomerization as a reactivity switch in the synthesis of heterocycles. / Galenko, Ekaterina E.; Khlebnikov, Alexander F.; Novikov, Mikhail S.

In: Chemistry of Heterocyclic Compounds, Vol. 52, No. 9, 01.09.2016, p. 637-650.

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

Harvard

Galenko, EE, Khlebnikov, AF & Novikov, MS 2016, 'Isoxazole-azirine isomerization as a reactivity switch in the synthesis of heterocycles', Chemistry of Heterocyclic Compounds, vol. 52, no. 9, pp. 637-650. https://doi.org/10.1007/s10593-016-1944-1, https://doi.org/10.1007/s10593-016-1944-1

APA

Galenko, E. E., Khlebnikov, A. F., & Novikov, M. S. (2016). Isoxazole-azirine isomerization as a reactivity switch in the synthesis of heterocycles. Chemistry of Heterocyclic Compounds, 52(9), 637-650. https://doi.org/10.1007/s10593-016-1944-1, https://doi.org/10.1007/s10593-016-1944-1

Vancouver

Galenko EE, Khlebnikov AF, Novikov MS. Isoxazole-azirine isomerization as a reactivity switch in the synthesis of heterocycles. Chemistry of Heterocyclic Compounds. 2016 Sep 1;52(9):637-650. https://doi.org/10.1007/s10593-016-1944-1, https://doi.org/10.1007/s10593-016-1944-1

Author

Galenko, Ekaterina E. ; Khlebnikov, Alexander F. ; Novikov, Mikhail S. / Isoxazole-azirine isomerization as a reactivity switch in the synthesis of heterocycles. In: Chemistry of Heterocyclic Compounds. 2016 ; Vol. 52, No. 9. pp. 637-650.

BibTeX

@article{1d5b6587c3f74ee1b655d2d4f586310d,
title = "Isoxazole-azirine isomerization as a reactivity switch in the synthesis of heterocycles",
abstract = "[Figure not available: see fulltext.] This review contains a generalized and systematically arranged data about thermal, photochemical, and catalytic transformations of isoxazole–2-carbonyl-2H-azirine that were published in the period from 1969 to 2015, and considers the possibilities for using these compounds in the synthesis of nitrogen heterocycles. Radical and pericyclic steps of isomerization reactions have been discussed. Density functional theory calculations of the relative thermodynamic stability of isomeric isoxazoles and azirines have been performed. A total of 76 references are given.",
keywords = "1,5-electrocyclization, azirine, catalysis, heterocycles, isomerization, isoxazole, pericyclic reactions, photoisomerization, radical reactions",
author = "Galenko, {Ekaterina E.} and Khlebnikov, {Alexander F.} and Novikov, {Mikhail S.}",
note = "Publisher Copyright: {\textcopyright} 2016, Springer Science+Business Media New York.",
year = "2016",
month = sep,
day = "1",
doi = "10.1007/s10593-016-1944-1",
language = "English",
volume = "52",
pages = "637--650",
journal = "Chemistry of Heterocyclic Compounds",
issn = "0009-3122",
publisher = "Springer Nature",
number = "9",

}

RIS

TY - JOUR

T1 - Isoxazole-azirine isomerization as a reactivity switch in the synthesis of heterocycles

AU - Galenko, Ekaterina E.

AU - Khlebnikov, Alexander F.

AU - Novikov, Mikhail S.

N1 - Publisher Copyright: © 2016, Springer Science+Business Media New York.

PY - 2016/9/1

Y1 - 2016/9/1

N2 - [Figure not available: see fulltext.] This review contains a generalized and systematically arranged data about thermal, photochemical, and catalytic transformations of isoxazole–2-carbonyl-2H-azirine that were published in the period from 1969 to 2015, and considers the possibilities for using these compounds in the synthesis of nitrogen heterocycles. Radical and pericyclic steps of isomerization reactions have been discussed. Density functional theory calculations of the relative thermodynamic stability of isomeric isoxazoles and azirines have been performed. A total of 76 references are given.

AB - [Figure not available: see fulltext.] This review contains a generalized and systematically arranged data about thermal, photochemical, and catalytic transformations of isoxazole–2-carbonyl-2H-azirine that were published in the period from 1969 to 2015, and considers the possibilities for using these compounds in the synthesis of nitrogen heterocycles. Radical and pericyclic steps of isomerization reactions have been discussed. Density functional theory calculations of the relative thermodynamic stability of isomeric isoxazoles and azirines have been performed. A total of 76 references are given.

KW - 1,5-electrocyclization

KW - azirine

KW - catalysis

KW - heterocycles

KW - isomerization

KW - isoxazole

KW - pericyclic reactions

KW - photoisomerization

KW - radical reactions

UR - http://www.scopus.com/inward/record.url?scp=84994779133&partnerID=8YFLogxK

U2 - 10.1007/s10593-016-1944-1

DO - 10.1007/s10593-016-1944-1

M3 - Article

VL - 52

SP - 637

EP - 650

JO - Chemistry of Heterocyclic Compounds

JF - Chemistry of Heterocyclic Compounds

SN - 0009-3122

IS - 9

ER -

ID: 7598136