Novel approach to the synthesis and optical absorption properties of 2-(2-oxo-1,2-dihydro-3H-pyrrole-3-ylidene)malononitriles
Publication type: Journal Article
Publication date: 2020-12-11
scimago Q3
wos Q3
SJR: 0.322
CiteScore: 4.3
Impact factor: 1.8
ISSN: 00397911, 15322432
Organic Chemistry
Abstract
Abstract Two approaches to the synthesis of 2-(2-oxo-5-aryl-1,2-dihydro-3H-pyrrol-3-ylidene)malononitriles (DCAA-pyrroles 1) were implemented. The first one was based on the transformation of 4-oxobutane-1,1,2,2-tetracarbonitriles 2 by the action of morpholine. The second approach was based on the reaction between protected form of 4-oxobutane-1,1,2,2-tetracarbonitriles 2 namely 2,7-dioxabicyclo[3.2.1]octane-4,4,5-tricarbonitriles 3 and morpholine. This approach involving sequential furan and pyran ring-opening of the 2,7-dioxabicyclo[3.2.1]octane moiety with further pyrrole ring-closure, resulted in a smoother formation of DCAA-pyrroles 1. The optical absorption properties of DCAA-pyrroles 1 were studied for the first time. The absorption maxima were observed in the range of 506–545 nm showing positive solvatochromism and dependence on the substituent in aryl moiety. Graphical Abstract
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Total citations:
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Citations from 2024:
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(62.5%)
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Milovidova A. G. et al. Novel approach to the synthesis and optical absorption properties of 2-(2-oxo-1,2-dihydro-3H-pyrrole-3-ylidene)malononitriles // Synthetic Communications. 2020. Vol. 51. No. 5. pp. 727-737.
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Milovidova A. G., Belikov M. Yu., Ievlev M. Y., Nasakin O. E., Ершов О., Тафеенко В. А., Tafeenko V. A. Novel approach to the synthesis and optical absorption properties of 2-(2-oxo-1,2-dihydro-3H-pyrrole-3-ylidene)malononitriles // Synthetic Communications. 2020. Vol. 51. No. 5. pp. 727-737.
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TY - JOUR
DO - 10.1080/00397911.2020.1852434
UR - https://doi.org/10.1080/00397911.2020.1852434
TI - Novel approach to the synthesis and optical absorption properties of 2-(2-oxo-1,2-dihydro-3H-pyrrole-3-ylidene)malononitriles
T2 - Synthetic Communications
AU - Milovidova, Angelina G
AU - Belikov, Mikhail Yu
AU - Ievlev, Mikhail Yu.
AU - Nasakin, Oleg E
AU - Ершов, О.В.
AU - Тафеенко, В. А.
AU - Tafeenko, Viktor A.
PY - 2020
DA - 2020/12/11
PB - Taylor & Francis
SP - 727-737
IS - 5
VL - 51
SN - 0039-7911
SN - 1532-2432
ER -
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BibTex (up to 50 authors)
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@article{2020_Milovidova,
author = {Angelina G Milovidova and Mikhail Yu Belikov and Mikhail Yu. Ievlev and Oleg E Nasakin and О.В. Ершов and В. А. Тафеенко and Viktor A. Tafeenko},
title = {Novel approach to the synthesis and optical absorption properties of 2-(2-oxo-1,2-dihydro-3H-pyrrole-3-ylidene)malononitriles},
journal = {Synthetic Communications},
year = {2020},
volume = {51},
publisher = {Taylor & Francis},
month = {dec},
url = {https://doi.org/10.1080/00397911.2020.1852434},
number = {5},
pages = {727--737},
doi = {10.1080/00397911.2020.1852434}
}
Cite this
MLA
Copy
Milovidova, Angelina G., et al. “Novel approach to the synthesis and optical absorption properties of 2-(2-oxo-1,2-dihydro-3H-pyrrole-3-ylidene)malononitriles.” Synthetic Communications, vol. 51, no. 5, Dec. 2020, pp. 727-737. https://doi.org/10.1080/00397911.2020.1852434.