Synthesis, structure, and reactions of (4-aryl-3-cyano-6-oxopiperidin-2-ylidene)malononitriles
Arif I. Ismiev
2
,
Anastasiya N Khrustaleva
1
,
Konstantin A Frolov
1
,
Sergey G Krivokolysko
1
,
Aleksey P Snizhko
1
,
Vladimir M Gromenko
1
,
Ivan S. Bushmarinov
4
,
Rizvan K. Askerov
2
,
Tatyana M Pekhtereva
5
,
Sergey Yu Suykov
6
,
Elena S Papayanina
7
,
Aleksandr V Mazepa
8
,
Abel M Magerramov
2
4
6
Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kyiv, Ukraine
|
8
A. V. Bogatsky Physico-chemical Institute, National Academy of Sciences of Ukraine, Odessa, Ukraine
|
Publication type: Journal Article
Publication date: 2016-07-01
scimago Q4
wos Q4
SJR: 0.243
CiteScore: 2.7
Impact factor: 1.0
ISSN: 00093122, 15738353
Organic Chemistry
Abstract
The reaction of aromatic aldehydes with Meldrum's acid and malononitrile dimer in the presence of triethylamine led to the formation of (4-aryl-3-cyano-6-oxo-1,4,5,6-tetrahydropyridin-2-yl)malononitrile triethylammonium salts, which were converted upon acidification to (4-aryl-3-cyano-6-oxopiperidin-2-ylidene)malononitriles. The reaction of these compounds with thioglycolic acid anilide was observed to produce derivatives of 1,6-naphthyridine or thieno[2,3-h][1,6]naphthyridine, depending on the conditions. Structures of (3-cyano-6-oxo-4-phenylpiperidin-2-ylidene)malononitrile and its triethylammonium salt were studied by X-ray structural analysis.
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Dotsenko V. V. et al. Synthesis, structure, and reactions of (4-aryl-3-cyano-6-oxopiperidin-2-ylidene)malononitriles // Chemistry of Heterocyclic Compounds. 2016. Vol. 52. No. 7. pp. 473-483.
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Dotsenko V. V., Ismiev A. I., Khrustaleva A. N., Frolov K. A., Krivokolysko S. G., Chigorina E. A., Snizhko A. P., Gromenko V. M., Bushmarinov I. S., Askerov R. K., Pekhtereva T. M., Suykov S. Yu., Papayanina E. S., Mazepa A. V., Magerramov A. M. Synthesis, structure, and reactions of (4-aryl-3-cyano-6-oxopiperidin-2-ylidene)malononitriles // Chemistry of Heterocyclic Compounds. 2016. Vol. 52. No. 7. pp. 473-483.
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TY - JOUR
DO - 10.1007/s10593-016-1918-3
UR - https://doi.org/10.1007/s10593-016-1918-3
TI - Synthesis, structure, and reactions of (4-aryl-3-cyano-6-oxopiperidin-2-ylidene)malononitriles
T2 - Chemistry of Heterocyclic Compounds
AU - Dotsenko, Victor V
AU - Ismiev, Arif I.
AU - Khrustaleva, Anastasiya N
AU - Frolov, Konstantin A
AU - Krivokolysko, Sergey G
AU - Chigorina, Elena A
AU - Snizhko, Aleksey P
AU - Gromenko, Vladimir M
AU - Bushmarinov, Ivan S.
AU - Askerov, Rizvan K.
AU - Pekhtereva, Tatyana M
AU - Suykov, Sergey Yu
AU - Papayanina, Elena S
AU - Mazepa, Aleksandr V
AU - Magerramov, Abel M
PY - 2016
DA - 2016/07/01
PB - Springer Nature
SP - 473-483
IS - 7
VL - 52
SN - 0009-3122
SN - 1573-8353
ER -
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BibTex (up to 50 authors)
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@article{2016_Dotsenko,
author = {Victor V Dotsenko and Arif I. Ismiev and Anastasiya N Khrustaleva and Konstantin A Frolov and Sergey G Krivokolysko and Elena A Chigorina and Aleksey P Snizhko and Vladimir M Gromenko and Ivan S. Bushmarinov and Rizvan K. Askerov and Tatyana M Pekhtereva and Sergey Yu Suykov and Elena S Papayanina and Aleksandr V Mazepa and Abel M Magerramov},
title = {Synthesis, structure, and reactions of (4-aryl-3-cyano-6-oxopiperidin-2-ylidene)malononitriles},
journal = {Chemistry of Heterocyclic Compounds},
year = {2016},
volume = {52},
publisher = {Springer Nature},
month = {jul},
url = {https://doi.org/10.1007/s10593-016-1918-3},
number = {7},
pages = {473--483},
doi = {10.1007/s10593-016-1918-3}
}
Cite this
MLA
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Dotsenko, Victor V., et al. “Synthesis, structure, and reactions of (4-aryl-3-cyano-6-oxopiperidin-2-ylidene)malononitriles.” Chemistry of Heterocyclic Compounds, vol. 52, no. 7, Jul. 2016, pp. 473-483. https://doi.org/10.1007/s10593-016-1918-3.
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