Diaziridine ring expansion in 6-aryl-1,5-diazabicyclo[3.1.0]hexanes upon reactions with activated olefins in ionic liquids
Publication type: Journal Article
Publication date: 2010-08-01
scimago Q3
SJR: 0.305
CiteScore: 2.8
Impact factor: —
ISSN: 10665285, 15739171
General Chemistry
Abstract
Reactions of 1,3-diphenylpropen-2-one and α-nitrostyrenes with azomethine imines, generated from 6-aryl-1,5-diazabicyclo[3.1.0]hexanes on catalysis with Et2O•BF3 in ionic liquids, were found to proceed with high regio- and stereoselectivity to afford the products of the diaziridine ring expansion, viz., [3-aryl-2-phenyltetrahydro-1H,5H-pyrazolo[1,2-a]pyrazol- 1-yl](phenyl)methanones, 1,3-diaryl-2-nitrotetrahydro-1H,5H-pyrazolo[1,2-a]pyrazoles and 5-aryl-6-(3-nitrophenyl)-2,3-dihydro-1H-pyrazolo[1,2-a]pyrazolium tetrafluoroborates (hexafluorophosphates). The reactions discovered are new, more simple methods for the syn- thesis of bicyclic structures.
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11
Total citations:
11
Citations from 2025:
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(18.18%)
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GOST
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Syroeshkina Yu. S. et al. Diaziridine ring expansion in 6-aryl-1,5-diazabicyclo[3.1.0]hexanes upon reactions with activated olefins in ionic liquids // Russian Chemical Bulletin. 2010. Vol. 59. No. 8. pp. 1621-1630.
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Syroeshkina Yu. S., Fershtat L. L., Kachala V., Kuznetsov V. V., Makhova N. N. Diaziridine ring expansion in 6-aryl-1,5-diazabicyclo[3.1.0]hexanes upon reactions with activated olefins in ionic liquids // Russian Chemical Bulletin. 2010. Vol. 59. No. 8. pp. 1621-1630.
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RIS
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TY - JOUR
DO - 10.1007/s11172-010-0286-x
UR - http://link.springer.com/10.1007/s11172-010-0286-x
TI - Diaziridine ring expansion in 6-aryl-1,5-diazabicyclo[3.1.0]hexanes upon reactions with activated olefins in ionic liquids
T2 - Russian Chemical Bulletin
AU - Syroeshkina, Yu S
AU - Fershtat, L L
AU - Kachala, V.V
AU - Kuznetsov, V. V.
AU - Makhova, N N
PY - 2010
DA - 2010/08/01
PB - Springer Nature
SP - 1621-1630
IS - 8
VL - 59
SN - 1066-5285
SN - 1573-9171
ER -
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BibTex (up to 50 authors)
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@article{2010_Syroeshkina,
author = {Yu S Syroeshkina and L L Fershtat and V.V Kachala and V. V. Kuznetsov and N N Makhova},
title = {Diaziridine ring expansion in 6-aryl-1,5-diazabicyclo[3.1.0]hexanes upon reactions with activated olefins in ionic liquids},
journal = {Russian Chemical Bulletin},
year = {2010},
volume = {59},
publisher = {Springer Nature},
month = {aug},
url = {http://link.springer.com/10.1007/s11172-010-0286-x},
number = {8},
pages = {1621--1630},
doi = {10.1007/s11172-010-0286-x}
}
Cite this
MLA
Copy
Syroeshkina, Yu. S., et al. “Diaziridine ring expansion in 6-aryl-1,5-diazabicyclo[3.1.0]hexanes upon reactions with activated olefins in ionic liquids.” Russian Chemical Bulletin, vol. 59, no. 8, Aug. 2010, pp. 1621-1630. http://link.springer.com/10.1007/s11172-010-0286-x.
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