European Journal of Organic Chemistry

, том 2019 , издание 31-32 , страницы 5475-5485

Synthesis of 1-Substituted Pyrazolines by Reaction of Donor-Acceptor Cyclopropanes with 1,5-Diazabicyclo[3.1.0]hexanes

Тип публикации: Journal Article

Дата публикации: 2019-06-13

Wiley

European Journal of Organic Chemistry

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white level БС2

SJR: 0.558

CiteScore: 4.3

Impact factor: 2.7

ISSN: 1434193X, 10990690

DOI: 10.1002/ejoc.201900579

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Organic Chemistry

Physical and Theoretical Chemistry

Краткое описание

Substituted pyrazolines were obtained by Ni(ClO₄)₂·6H₂O‐catalyzed reaction of 1,5‐diazabicyclo[3.1.0]hexanes with donor‐acceptor cyclopropanes. The mechanism of this reaction includes alkylation of diaziridine nitrogen with Lewis acid‐activated donor‐acceptor cyclopropane followed by hydration of the formed 1,6‐zwitterionic intermediate and oxidation of pyrazolidine with air oxygen. This pathway is realized when starting bicyclic diaziridines have bulky alkyl substituent(s) at the C(6) atom preventing (3+3)‐annulation of two three‐membered rings.

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Chagarovskiy A. O. et al. Synthesis of 1-Substituted Pyrazolines by Reaction of Donor-Acceptor Cyclopropanes with 1,5-Diazabicyclo[3.1.0]hexanes // European Journal of Organic Chemistry. 2019. Vol. 2019. No. 31-32. pp. 5475-5485.

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Chagarovskiy A. O., Kuznetsov V. V., Ivanova O. A., Goloveshkin A. S., Levina I. I., Makhova N. N., Trushkov I. V. Synthesis of 1-Substituted Pyrazolines by Reaction of Donor-Acceptor Cyclopropanes with 1,5-Diazabicyclo[3.1.0]hexanes // European Journal of Organic Chemistry. 2019. Vol. 2019. No. 31-32. pp. 5475-5485.

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TY - JOUR

DO - 10.1002/ejoc.201900579

UR - https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/ejoc.201900579

TI - Synthesis of 1-Substituted Pyrazolines by Reaction of Donor-Acceptor Cyclopropanes with 1,5-Diazabicyclo[3.1.0]hexanes

T2 - European Journal of Organic Chemistry

AU - Chagarovskiy, Alexey O

AU - Kuznetsov, Vladimir V.

AU - Ivanova, Olga A

AU - Goloveshkin, Alexander S.

AU - Levina, Irina I

AU - Makhova, Nina N

AU - Trushkov, Igor V

PY - 2019

DA - 2019/06/13

PB - Wiley

SP - 5475-5485

IS - 31-32

VL - 2019

SN - 1434-193X

SN - 1099-0690

ER -

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@article{2019_Chagarovskiy,

author = {Alexey O Chagarovskiy and Vladimir V. Kuznetsov and Olga A Ivanova and Alexander S. Goloveshkin and Irina I Levina and Nina N Makhova and Igor V Trushkov},

title = {Synthesis of 1-Substituted Pyrazolines by Reaction of Donor-Acceptor Cyclopropanes with 1,5-Diazabicyclo[3.1.0]hexanes},

journal = {European Journal of Organic Chemistry},

year = {2019},

volume = {2019},

publisher = {Wiley},

month = {jun},

url = {https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/ejoc.201900579},

number = {31-32},

pages = {5475--5485},

doi = {10.1002/ejoc.201900579}

}

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Chagarovskiy, Alexey O., et al. “Synthesis of 1-Substituted Pyrazolines by Reaction of Donor-Acceptor Cyclopropanes with 1,5-Diazabicyclo[3.1.0]hexanes.” European Journal of Organic Chemistry, vol. 2019, no. 31-32, Jun. 2019, pp. 5475-5485. https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/ejoc.201900579.