European Journal of Organic Chemistry, volume 2019, issue 31-32, pages 5475-5485
Synthesis of 1-Substituted Pyrazolines by Reaction of Donor-Acceptor Cyclopropanes with 1,5-Diazabicyclo[3.1.0]hexanes
Chagarovskiy Alexey O
1, 2
,
Kuznetsov V. V.
2
,
Ivanova Olga
2, 3
,
Levina Irina
5
,
Makhova Nina N.
2
,
Trushkov Igor V
1, 2
Publication type: Journal Article
Publication date: 2019-06-13
Quartile SCImago
Q2
Quartile WOS
Q2
Impact factor: 2.8
ISSN: 1434193X, 10990690
Organic Chemistry
Physical and Theoretical Chemistry
Abstract
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.
Citations by journals
|
1
2
|
|
|
Journal of Molecular Structure
|
Journal of Molecular Structure
2 publications, 11.76%
|
|
Structural Chemistry
|
Structural Chemistry
2 publications, 11.76%
|
|
Physical Chemistry Chemical Physics
|
Physical Chemistry Chemical Physics
1 publication, 5.88%
|
|
Journal of Physical Chemistry A
|
Journal of Physical Chemistry A
1 publication, 5.88%
|
|
Beilstein Journal of Organic Chemistry
|
Beilstein Journal of Organic Chemistry
1 publication, 5.88%
|
|
Molecules
|
Molecules
1 publication, 5.88%
|
|
Mendeleev Communications
|
Mendeleev Communications
1 publication, 5.88%
|
|
Russian Chemical Reviews
|
Russian Chemical Reviews
1 publication, 5.88%
|
|
Advanced Synthesis and Catalysis
|
Advanced Synthesis and Catalysis
1 publication, 5.88%
|
|
Chemical Communications
|
Chemical Communications
1 publication, 5.88%
|
|
Organic and Biomolecular Chemistry
|
Organic and Biomolecular Chemistry
1 publication, 5.88%
|
|
Journal of Organic Chemistry
|
Journal of Organic Chemistry
1 publication, 5.88%
|
|
Asian Journal of Organic Chemistry
|
Asian Journal of Organic Chemistry
1 publication, 5.88%
|
|
Journal of Organometallic Chemistry
|
Journal of Organometallic Chemistry
1 publication, 5.88%
|
|
Chemical Physics
|
Chemical Physics
1 publication, 5.88%
|
|
1
2
|
Citations by publishers
|
1
2
3
4
5
|
|
|
Elsevier
|
Elsevier
5 publications, 29.41%
|
|
Royal Society of Chemistry (RSC)
|
Royal Society of Chemistry (RSC)
3 publications, 17.65%
|
|
American Chemical Society (ACS)
|
American Chemical Society (ACS)
2 publications, 11.76%
|
|
Springer Nature
|
Springer Nature
2 publications, 11.76%
|
|
Wiley
|
Wiley
2 publications, 11.76%
|
|
Beilstein-Institut
|
Beilstein-Institut
1 publication, 5.88%
|
|
Multidisciplinary Digital Publishing Institute (MDPI)
|
Multidisciplinary Digital Publishing Institute (MDPI)
1 publication, 5.88%
|
|
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
|
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 5.88%
|
|
1
2
3
4
5
|
- We do not take into account publications that without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
{"yearsCitations":{"type":"bar","data":{"show":true,"labels":[2020,2021,2022,2023,2024],"ids":[0,0,0,0,0],"codes":[0,0,0,0,0],"imageUrls":["","","","",""],"datasets":[{"label":"Citations number","data":[3,8,1,3,2],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":["17.65","47.06","5.88","17.65","11.76"],"barThickness":null}]},"options":{"indexAxis":"x","maintainAspectRatio":true,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"}},"x":{"ticks":{"stepSize":1,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"}}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Citations per year","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"journals":{"type":"bar","data":{"show":true,"labels":["Journal of Molecular Structure","Structural Chemistry","Physical Chemistry Chemical Physics","Journal of Physical Chemistry A","Beilstein Journal of Organic Chemistry","Molecules","Mendeleev Communications","Russian Chemical Reviews","Advanced Synthesis and Catalysis","Chemical Communications","Organic and Biomolecular Chemistry","Journal of Organic Chemistry","Asian Journal of Organic Chemistry","Journal of Organometallic Chemistry","Chemical Physics"],"ids":[9347,14347,1773,15255,21928,1770,5294,23802,3906,9073,541,8697,9409,11834,11321],"codes":[0,0,0,0,0,0,0,0,0,0,0,0,0,0,0],"imageUrls":["\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/ex6KJoZujZOZFZh7jGfeHauiftuB3CI7iwJVFRDg_medium.webp","\/storage\/images\/resized\/MjH1ITP7lMYGxeqUZfkt2BnVLgjkk413jwBV97XX_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/9Mus3KG1Tkd7Bwaurt8H3RwWh0CxRlGoO6ng9UK1_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp"],"datasets":[{"label":"","data":[2,2,1,1,1,1,1,1,1,1,1,1,1,1,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":[11.76,11.76,5.88,5.88,5.88,5.88,5.88,5.88,5.88,5.88,5.88,5.88,5.88,5.88,5.88],"barThickness":13}]},"options":{"indexAxis":"y","maintainAspectRatio":false,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"}},"x":{"ticks":{"stepSize":null,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"}}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Journals","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"publishers":{"type":"bar","data":{"show":true,"labels":["Elsevier","Royal Society of Chemistry (RSC)","American Chemical Society (ACS)","Springer Nature","Wiley","Beilstein-Institut","Multidisciplinary Digital Publishing Institute (MDPI)","Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii"],"ids":[17,123,40,8,11,6139,202,9422],"codes":[0,0,0,0,0,0,0,0],"imageUrls":["\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/ex6KJoZujZOZFZh7jGfeHauiftuB3CI7iwJVFRDg_medium.webp","\/storage\/images\/resized\/MjH1ITP7lMYGxeqUZfkt2BnVLgjkk413jwBV97XX_medium.webp","\/storage\/images\/resized\/9Mus3KG1Tkd7Bwaurt8H3RwWh0CxRlGoO6ng9UK1_medium.webp"],"datasets":[{"label":"","data":[5,3,2,2,2,1,1,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":[29.41,17.65,11.76,11.76,11.76,5.88,5.88,5.88],"barThickness":13}]},"options":{"indexAxis":"y","maintainAspectRatio":false,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"}},"x":{"ticks":{"stepSize":null,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"}}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Publishers","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}}}
Metrics
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
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.
GOST all authors (up to 50)
Copy
Chagarovskiy A. O., Kuznetsov V. V., Ivanova O., Goloveshkin A. S., Levina 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.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1002/ejoc.201900579
UR - https://doi.org/10.1002%2Fejoc.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 - Trushkov, Igor V
AU - Chagarovskiy, Alexey O
AU - Kuznetsov, V. V.
AU - Ivanova, Olga
AU - Goloveshkin, Alexander S.
AU - Levina, Irina
AU - Makhova, Nina N.
PY - 2019
DA - 2019/06/13 00:00:00
PB - Wiley
SP - 5475-5485
IS - 31-32
VL - 2019
SN - 1434-193X
SN - 1099-0690
ER -
Cite this
BibTex
Copy
@article{2019_Chagarovskiy,
author = {Igor V Trushkov and Alexey O Chagarovskiy and V. V. Kuznetsov and Olga Ivanova and Alexander S. Goloveshkin and Irina Levina and Nina N. Makhova},
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://doi.org/10.1002%2Fejoc.201900579},
number = {31-32},
pages = {5475--5485},
doi = {10.1002/ejoc.201900579}
}
Cite this
MLA
Copy
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://doi.org/10.1002%2Fejoc.201900579.
Profiles