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2,4-Diphenylpyrido[2,1-a]isoquinolinium nitrite from the domino reaction between isoquinoline, 1,3-diphenylprop-2-yn-1-one and nitromethane

, 
Andrei Valer'evich Afonin 1
Andrei Valer'evich Afonin
, 
Ludmila Viktorovna Andriyankova 1
Ludmila Viktorovna Andriyankova
, 
Ol'ga Gennad'evna Volostnykh 1
Ol'ga Gennad'evna Volostnykh
, 
Lina Pavlovna Nikitina 1
Lina Pavlovna Nikitina
, 
Anastasiya Grigor'evna Mal'kina 1
Anastasiya Grigor'evna Mal'kina
, 
Igor Alekseevich Ushakov 1
Igor Alekseevich Ushakov
, 
Vladimir Ilyich Smirnov 1
Vladimir Ilyich Smirnov
, 
Lyudmila Vasil'evna Klyba 1
Lyudmila Vasil'evna Klyba
, 
Boris Aleksandrovich Trofimov 1
Boris Aleksandrovich Trofimov
10.1016/j.mencom.2014.04.010
Published 2014-04-16
Communication , Volume 24, Issue 3, 156-158
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Belyaeva K. V. et al. 2,4-Diphenylpyrido[2,1-a]isoquinolinium nitrite from the domino reaction between isoquinoline, 1,3-diphenylprop-2-yn-1-one and nitromethane // Mendeleev Communications. 2014. Vol. 24. No. 3. pp. 156-158.
GOST all authors (up to 50) Copy
Belyaeva K. V., Afonin A. V., Andriyankova L. V., Volostnykh O. G., Nikitina L. P., Mal'kina A. G., Ushakov I. A., Smirnov V. I., Klyba L. V., Trofimov B. A. 2,4-Diphenylpyrido[2,1-a]isoquinolinium nitrite from the domino reaction between isoquinoline, 1,3-diphenylprop-2-yn-1-one and nitromethane // Mendeleev Communications. 2014. Vol. 24. No. 3. pp. 156-158.
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TY - JOUR
DO - 10.1016/j.mencom.2014.04.010
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2014.04.010
TI - 2,4-Diphenylpyrido[2,1-a]isoquinolinium nitrite from the domino reaction between isoquinoline, 1,3-diphenylprop-2-yn-1-one and nitromethane
T2 - Mendeleev Communications
AU - Belyaeva, Kseniya Vasil'evna
AU - Afonin, Andrei Valer'evich
AU - Andriyankova, Ludmila Viktorovna
AU - Volostnykh, Ol'ga Gennad'evna
AU - Nikitina, Lina Pavlovna
AU - Mal'kina, Anastasiya Grigor'evna
AU - Ushakov, Igor Alekseevich
AU - Smirnov, Vladimir Ilyich
AU - Klyba, Lyudmila Vasil'evna
AU - Trofimov, Boris Aleksandrovich
PY - 2014
DA - 2014/04/16
PB - Mendeleev Communications
SP - 156-158
IS - 3
VL - 24
ER -
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@article{2014_Belyaeva,
author = {Kseniya Vasil'evna Belyaeva and Andrei Valer'evich Afonin and Ludmila Viktorovna Andriyankova and Ol'ga Gennad'evna Volostnykh and Lina Pavlovna Nikitina and Anastasiya Grigor'evna Mal'kina and Igor Alekseevich Ushakov and Vladimir Ilyich Smirnov and Lyudmila Vasil'evna Klyba and Boris Aleksandrovich Trofimov},
title = {2,4-Diphenylpyrido[2,1-a]isoquinolinium nitrite from the domino reaction between isoquinoline, 1,3-diphenylprop-2-yn-1-one and nitromethane},
journal = {Mendeleev Communications},
year = {2014},
volume = {24},
publisher = {Mendeleev Communications},
month = {Apr},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2014.04.010},
number = {3},
pages = {156--158},
doi = {10.1016/j.mencom.2014.04.010}
}
MLA
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Belyaeva, Kseniya Vasil'evna, et al. “2,4-Diphenylpyrido[2,1-a]isoquinolinium nitrite from the domino reaction between isoquinoline, 1,3-diphenylprop-2-yn-1-one and nitromethane.” Mendeleev Communications, vol. 24, no. 3, Apr. 2014, pp. 156-158. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2014.04.010.

Abstract

The three-component reaction between isoquinoline, 1,3-diphenylprop-2-yn-1-one and nitromethane (90–100°C, 26h) affords 2,4-diphenyl- pyrido[2,1-a]isoquinolinium nitrite in 23% yield along with oligomers.

References

4.
Benzologs of the quinolizinium ion
Bradsher C.K.
Accounts of Chemical Research, 1969
5.
The Synthesis of Condensed Quinolizinium Systems
R. Katritzky A., Burgess K., C. Patel R.
Heterocycles, 1981
6.
A facile annelation of pyridines with nitriles of α,β-acetylenic γ-hydroxyacids
Trofimov B.A., Andriyankova L.V., Zhivet'ev S.A., Mal'kina A.G., Voronov V.K.
Tetrahedron Letters, 2002
7.
Reaction of 3-(1-Hydroxycyclohexyl)-2-propynenitrile with Tris[2-(4-pyridyl)ethyl]phosphine Oxide
Trofimov B.A., Andriyankova L.V., Shaikhudinova S.I., Kazantseva T.I., Mal’kina A.G., Afonin A.V.
Synthesis, 2002
8.
Andriyankova L.V., Mal’kina A.G., Afonin A.V., Trofimov B.A.
Mendeleev Communications, 2003
9.
Regio- and stereoselective annelation of phenanthridines with α,β-acetylenic γ-hydroxyacid nitriles
Andriyankova L.V., Mal'kina A.G., Nikitina L.P., Belyaeva K.V., Ushakov I.A., Afonin A.V., Nikitin M.V., Trofimov B.A.
Tetrahedron, 2005
10.
Trofimov B.A., Andriyankova L.V., Tlegenov R.T., Mal’kina A.G., Afonin A.V., Il’icheva L.N., Nikitina L.P.
Mendeleev Communications, 2005
11.
Annelation of Benzimidazoles with α,β-Acetylenic γ-Hydroxyacid Nitriles and Hydrolytic Rearrangement of the Cycloadducts on Alumina
Trofimov B.A., Andriyankova L.V., Mal'kina A.G., Belyaeva K.V., Nikitina L.P., Dyachenko O.A., Kazheva O.N., Chekhlov A.N., Shilov G.V., Afonin A.V., Ushakov I.A., Baikalova L.V.
European Journal of Organic Chemistry, 2007
12.
10.1016/j.mencom.2014.04.010_bib0060
Andriyankova
Synthesis, 2010
13.
New methodology for functionalization of the imidazole ring by alkynes
Trofimov B.A., Andriyankova L.V., Belyaeva K.V.
Chemistry of Heterocyclic Compounds, 2012
14.
Trofimov B.A., Andriyankova L., Nikitina L., Belyaeva K., Malkina A., Dyachenko O., Kazheva O., Chekhlov A., Afonin A.
Arkivoc, 2012
21.
An efficient three-component protocol for the synthesis of novel spiro-oxazinobarbiturates
Teimouri M.B., Abbasi T., Ahmadian S., Poor Heravi M.R., Bazhrang R.
Tetrahedron, 2009
26.
10.1016/j.mencom.2014.04.010_bib0130
Frisch
Gaussian 2009, Gaussian, Inc., Pittsburg, 2009
29.
10.1016/j.mencom.2014.04.010_bib0145
Wehrli
Interpretation of Carbon-13 NMR Spectra, 1976
30.
Advances in the Synthesis of α-Ethynylcarbonyl Compounds
Katkevich R.I., Vereshchagin L.I.
Russian Chemical Reviews, 1969