CAN-mediated new, regioselective one-pot access to bicyclic cationic structures with 2,3-dihydro-1H-pyrazolo[1,2-a]pyrazol-4-ium core
Mikhail I Pleshchev
1
,
Nikita V Das Gupta
1
,
V. V. Kuznetsov
1
,
Ivan V. Fedyanin
2
,
Vadim V. Kachala
1
,
Nina N. Makhova
1
Publication type: Journal Article
Publication date: 2015-11-01
scimago Q3
wos Q2
SJR: 0.426
CiteScore: 4.1
Impact factor: 2.2
ISSN: 00404020, 14645416
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
Abstract A new, facile, regioselective ceric ammonium nitrate (CAN)-mediated one-pot access to bridgehead hydrazine bicyclic cationic structures with 2,3-dihydro-1H-pyrazolo[1,2-a]pyrazol-4-ium cations and [Ce3+(NO3)6]3− anion has been developed. The approach comprises [3+2]-cycloaddition of (2-bromo-2-nitrovinyl)arenes to N,N-cyclic azomethine imines, generated in situ by diaziridine ring opening in 6-Ar-1,5-diazabicyclo[3.1.0]hexanes or by metathesis of initially formed azomethine imine, followed by one-pot aromatization of the formed pyrazolidine ring.
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GOST
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Pleshchev M. I. et al. CAN-mediated new, regioselective one-pot access to bicyclic cationic structures with 2,3-dihydro-1H-pyrazolo[1,2-a]pyrazol-4-ium core // Tetrahedron. 2015. Vol. 71. No. 47. pp. 9012-9021.
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Pleshchev M. I., Das Gupta N. V., Kuznetsov V. V., Fedyanin I. V., Kachala V. V., Makhova N. N. CAN-mediated new, regioselective one-pot access to bicyclic cationic structures with 2,3-dihydro-1H-pyrazolo[1,2-a]pyrazol-4-ium core // Tetrahedron. 2015. Vol. 71. No. 47. pp. 9012-9021.
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RIS
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TY - JOUR
DO - 10.1016/j.tet.2015.09.033
UR - https://doi.org/10.1016/j.tet.2015.09.033
TI - CAN-mediated new, regioselective one-pot access to bicyclic cationic structures with 2,3-dihydro-1H-pyrazolo[1,2-a]pyrazol-4-ium core
T2 - Tetrahedron
AU - Pleshchev, Mikhail I
AU - Das Gupta, Nikita V
AU - Kuznetsov, V. V.
AU - Fedyanin, Ivan V.
AU - Kachala, Vadim V.
AU - Makhova, Nina N.
PY - 2015
DA - 2015/11/01
PB - Elsevier
SP - 9012-9021
IS - 47
VL - 71
SN - 0040-4020
SN - 1464-5416
ER -
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BibTex (up to 50 authors)
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@article{2015_Pleshchev,
author = {Mikhail I Pleshchev and Nikita V Das Gupta and V. V. Kuznetsov and Ivan V. Fedyanin and Vadim V. Kachala and Nina N. Makhova},
title = {CAN-mediated new, regioselective one-pot access to bicyclic cationic structures with 2,3-dihydro-1H-pyrazolo[1,2-a]pyrazol-4-ium core},
journal = {Tetrahedron},
year = {2015},
volume = {71},
publisher = {Elsevier},
month = {nov},
url = {https://doi.org/10.1016/j.tet.2015.09.033},
number = {47},
pages = {9012--9021},
doi = {10.1016/j.tet.2015.09.033}
}
Cite this
MLA
Copy
Pleshchev, Mikhail I., et al. “CAN-mediated new, regioselective one-pot access to bicyclic cationic structures with 2,3-dihydro-1H-pyrazolo[1,2-a]pyrazol-4-ium core.” Tetrahedron, vol. 71, no. 47, Nov. 2015, pp. 9012-9021. https://doi.org/10.1016/j.tet.2015.09.033.