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1,3-Dipolar cycloaddition of N-allyl substituted polycyclic derivatives of isoindole-1,3-dione with nitrones and nitrile oxides : An experimental and theoretical investigation. / Efremova, Mariia M.; Molchanov, Alexander P.; Novikov, Alexander S.; Starova, Galina L.; Muryleva, Anna A.; Slita, Alexander V.; Zarubaev, Vladimir V.

In: Tetrahedron, Vol. 76, No. 15, 131104, 10.04.2020.

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

Harvard

Efremova, MM, Molchanov, AP, Novikov, AS, Starova, GL, Muryleva, AA, Slita, AV & Zarubaev, VV 2020, '1,3-Dipolar cycloaddition of N-allyl substituted polycyclic derivatives of isoindole-1,3-dione with nitrones and nitrile oxides: An experimental and theoretical investigation', Tetrahedron, vol. 76, no. 15, 131104. https://doi.org/10.1016/j.tet.2020.131104

APA

Efremova, M. M., Molchanov, A. P., Novikov, A. S., Starova, G. L., Muryleva, A. A., Slita, A. V., & Zarubaev, V. V. (2020). 1,3-Dipolar cycloaddition of N-allyl substituted polycyclic derivatives of isoindole-1,3-dione with nitrones and nitrile oxides: An experimental and theoretical investigation. Tetrahedron, 76(15), [131104]. https://doi.org/10.1016/j.tet.2020.131104

Vancouver

Efremova MM, Molchanov AP, Novikov AS, Starova GL, Muryleva AA, Slita AV et al. 1,3-Dipolar cycloaddition of N-allyl substituted polycyclic derivatives of isoindole-1,3-dione with nitrones and nitrile oxides: An experimental and theoretical investigation. Tetrahedron. 2020 Apr 10;76(15). 131104. https://doi.org/10.1016/j.tet.2020.131104

Author

Efremova, Mariia M. ; Molchanov, Alexander P. ; Novikov, Alexander S. ; Starova, Galina L. ; Muryleva, Anna A. ; Slita, Alexander V. ; Zarubaev, Vladimir V. / 1,3-Dipolar cycloaddition of N-allyl substituted polycyclic derivatives of isoindole-1,3-dione with nitrones and nitrile oxides : An experimental and theoretical investigation. In: Tetrahedron. 2020 ; Vol. 76, No. 15.

BibTeX

@article{236ade45cb0445ae901e6fb7b9b4ff67,
title = "1,3-Dipolar cycloaddition of N-allyl substituted polycyclic derivatives of isoindole-1,3-dione with nitrones and nitrile oxides: An experimental and theoretical investigation",
abstract = "Cycloaddition reactions of N-allyl substituted polycyclic derivatives of isoindole-1,3-dione with nitrones proceeds regio- and stereoselectively on the double bond of the N-allyl substituent giving substituted isoxazolidines with good yields. Regioselectivity of the cycloaddition of this dipolarophiles with nitrile oxides depends on the structure of unsaturated hydrocarbon scaffold and the reaction selectively leads to adducts on endocyclic or the double bond of the N-allyl substituent. DFT calculations were used to investigate the reasons of the selectivity.",
keywords = "1,3-Dipolar cycloaddition, DFT calculations, Nitrile oxides, Nitrones, Norbornene, CYCLIC NITRONES, DESIGN, ANALOGS, DIASTEREOSELECTIVITY, ISOXAZOLIDINE, INHIBITION, BIOLOGICAL EVALUATION, ANTAGONISTS, ALDONITRONES, SCAFFOLD",
author = "Efremova, {Mariia M.} and Molchanov, {Alexander P.} and Novikov, {Alexander S.} and Starova, {Galina L.} and Muryleva, {Anna A.} and Slita, {Alexander V.} and Zarubaev, {Vladimir V.}",
year = "2020",
month = apr,
day = "10",
doi = "10.1016/j.tet.2020.131104",
language = "English",
volume = "76",
journal = "Tetrahedron",
issn = "0040-4020",
publisher = "Elsevier",
number = "15",

}

RIS

TY - JOUR

T1 - 1,3-Dipolar cycloaddition of N-allyl substituted polycyclic derivatives of isoindole-1,3-dione with nitrones and nitrile oxides

T2 - An experimental and theoretical investigation

AU - Efremova, Mariia M.

AU - Molchanov, Alexander P.

AU - Novikov, Alexander S.

AU - Starova, Galina L.

AU - Muryleva, Anna A.

AU - Slita, Alexander V.

AU - Zarubaev, Vladimir V.

PY - 2020/4/10

Y1 - 2020/4/10

N2 - Cycloaddition reactions of N-allyl substituted polycyclic derivatives of isoindole-1,3-dione with nitrones proceeds regio- and stereoselectively on the double bond of the N-allyl substituent giving substituted isoxazolidines with good yields. Regioselectivity of the cycloaddition of this dipolarophiles with nitrile oxides depends on the structure of unsaturated hydrocarbon scaffold and the reaction selectively leads to adducts on endocyclic or the double bond of the N-allyl substituent. DFT calculations were used to investigate the reasons of the selectivity.

AB - Cycloaddition reactions of N-allyl substituted polycyclic derivatives of isoindole-1,3-dione with nitrones proceeds regio- and stereoselectively on the double bond of the N-allyl substituent giving substituted isoxazolidines with good yields. Regioselectivity of the cycloaddition of this dipolarophiles with nitrile oxides depends on the structure of unsaturated hydrocarbon scaffold and the reaction selectively leads to adducts on endocyclic or the double bond of the N-allyl substituent. DFT calculations were used to investigate the reasons of the selectivity.

KW - 1,3-Dipolar cycloaddition

KW - DFT calculations

KW - Nitrile oxides

KW - Nitrones

KW - Norbornene

KW - CYCLIC NITRONES

KW - DESIGN

KW - ANALOGS

KW - DIASTEREOSELECTIVITY

KW - ISOXAZOLIDINE

KW - INHIBITION

KW - BIOLOGICAL EVALUATION

KW - ANTAGONISTS

KW - ALDONITRONES

KW - SCAFFOLD

UR - http://www.scopus.com/inward/record.url?scp=85081273718&partnerID=8YFLogxK

U2 - 10.1016/j.tet.2020.131104

DO - 10.1016/j.tet.2020.131104

M3 - Article

AN - SCOPUS:85081273718

VL - 76

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 15

M1 - 131104

ER -

ID: 52691824