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Electrocatalytic one-pot multicomponent assembly of aldehydes, 2,4-dihydro-3H-pyrazol-3-ones and kojic acid

Anatoly Nikolaevich Vereshchagin 1
Anatoly Nikolaevich Vereshchagin
Yuliya Evgenievna Ryzhkova 1
Yuliya Evgenievna Ryzhkova
Stepan Konstantinovich Krymov 1, 2
Stepan Konstantinovich Krymov
Natalia A Leonova 1, 2
Natalia A Leonova
Alexander Sergeyevich Goloveshkin 3
Alexander Sergeyevich Goloveshkin
Mikhail Petrovich Egorov 1
Mikhail Petrovich Egorov
Published 2020-03-02
CommunicationVolume 30, Issue 2, 223-225
8
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Elinson M. N. et al. Electrocatalytic one-pot multicomponent assembly of aldehydes, 2,4-dihydro-3H-pyrazol-3-ones and kojic acid // Mendeleev Communications. 2020. Vol. 30. No. 2. pp. 223-225.
GOST all authors (up to 50) Copy
Elinson M. N., Vereshchagin A. N., Ryzhkova Y. E., Krymov S. K., Leonova N. A., Goloveshkin A. S., Egorov M. P. Electrocatalytic one-pot multicomponent assembly of aldehydes, 2,4-dihydro-3H-pyrazol-3-ones and kojic acid // Mendeleev Communications. 2020. Vol. 30. No. 2. pp. 223-225.
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TY - JOUR
DO - 10.1016/j.mencom.2020.03.031
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.03.031
TI - Electrocatalytic one-pot multicomponent assembly of aldehydes, 2,4-dihydro-3H-pyrazol-3-ones and kojic acid
T2 - Mendeleev Communications
AU - Elinson, Michail Nikolaevich
AU - Vereshchagin, Anatoly Nikolaevich
AU - Ryzhkova, Yuliya Evgenievna
AU - Krymov, Stepan Konstantinovich
AU - Leonova, Natalia A
AU - Goloveshkin, Alexander Sergeyevich
AU - Egorov, Mikhail Petrovich
PY - 2020
DA - 2020/03/02
PB - Mendeleev Communications
SP - 223-225
IS - 2
VL - 30
ER -
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@article{2020_Elinson,
author = {Michail Nikolaevich Elinson and Anatoly Nikolaevich Vereshchagin and Yuliya Evgenievna Ryzhkova and Stepan Konstantinovich Krymov and Natalia A Leonova and Alexander Sergeyevich Goloveshkin and Mikhail Petrovich Egorov},
title = {Electrocatalytic one-pot multicomponent assembly of aldehydes, 2,4-dihydro-3H-pyrazol-3-ones and kojic acid},
journal = {Mendeleev Communications},
year = {2020},
volume = {30},
publisher = {Mendeleev Communications},
month = {Mar},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.03.031},
number = {2},
pages = {223--225},
doi = {10.1016/j.mencom.2020.03.031}
}
MLA
Cite this
MLA Copy
Elinson, Michail Nikolaevich, et al. “Electrocatalytic one-pot multicomponent assembly of aldehydes, 2,4-dihydro-3H-pyrazol-3-ones and kojic acid.” Mendeleev Communications, vol. 30, no. 2, Mar. 2020, pp. 223-225. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.03.031.

Keywords

2,4-dihydro-3H-pyrazol-3-one
aldehydes
electrocatalysis
kojic acid
multicomponent process
tandem reaction

Abstract

Electrocatalytic transformation of aldehydes, 2,4-dihydro-3H-pyrazol-3-ones and kojic acid in alcohols occurs in an undivided cell in the presence of sodium halides, selectively affording substituted 4-{[3-hydroxy-6-(hydroxymethyl)-4-oxo-4H-pyran-2-yl](aryl)methyl}-5-methyl-1,2-dihydro-3Hpyrazol-3-ones in 73–95% yields and with 240–320% current efficiency. The multicomponent process provides a facile and efficient way to the new type of systems with heterocyclic moieties separated by aryl-substituted C-spacer. The product structure has been confirmed by X-ray diffraction data

References

1.
10.1016/j.mencom.2020.03.031_sbref0005a
Organic Electrochemistry: Revised and Expanded, 2015
2.
Synthetic Organic Electrochemistry: Calling All Engineers
Yan M., Kawamata Y., Baran P.S.
Angewandte Chemie - International Edition, 2017
6.
Elinson M.N., Vereshchagin A.N., Anisina Y.E., Krymov S.K., Fakhrutdinov A.N., Egorov M.P.
Mendeleev Communications, 2019
8.
Elinson M.N., Vereshchagin A.N., Anisina Y.E., Goloveshkin A.S., Ushakov I.E., Egorov M.P.
Mendeleev Communications, 2018
10.
10.1016/j.mencom.2020.03.031_bib0025
Arora
Int. J. Pharm. Sci. Res., 2012
11.
Modern advances in heterocyclic chemistry in drug discovery
Taylor A.P., Robinson R.P., Fobian Y.M., Blakemore D.C., Jones L.H., Fadeyi O.
Organic and Biomolecular Chemistry, 2016
12.
10.1016/j.mencom.2020.03.031_bib0035
Wiley
Pyrazolones, Pyrazolidones, and Derivatives, 1964
13.
10.1016/j.mencom.2020.03.031_bib0040
Elguero
1996
15.
1,3-Dialkyl-4-(iminoarylmethyl)-1H-pyrazol-5-ols. A series of novel potential antipsychotic agents
Wise L.D., Butler D.E., DeWald H.A., Lustgarten D.M., Pattison I.C., Schweiss D.N., Coughenour L.L., Downs D.A., Heffner T.G., Pugsley T.A.
Journal of Medicinal Chemistry, 1987
17.
Survey and mechanism of skin depigmenting and lightening agents
Parvez S., Kang M., Chung H., Cho C., Hong M., Shin M., Bae H.
Phytotherapy Research, 2006
18.
10.1016/j.mencom.2020.03.031_bib0065
Shafiquzzaman
New and Future Developments in Microbial Biotechnology and Bioengineering. Pennicillium System Properties and Applications, 2018
19.
10.1016/j.mencom.2020.03.031_bib0070
Aytemir
Arzneim. Forsch., 2010
20.
Kojyl thioether derivatives having both tyrosinase inhibitory and anti-inflammatory properties
Rho H.S., Ahn S.M., Yoo D.S., Kim M.K., Cho D.H., Cho J.Y.
Bioorganic and Medicinal Chemistry Letters, 2010
21.
Novel 3α-methoxyserrat-14-en-21β-ol (PJ-1) and 3β-methoxyserrat-14-en-21β-ol (PJ-2)-curcumin, kojic acid, quercetin, and baicalein conjugates as HIV agents
Tanaka R., Tsujii H., Yamada T., Kajimoto T., Amano F., Hasegawa J., Hamashima Y., Node M., Katoh K., Takebe Y.
Bioorganic and Medicinal Chemistry, 2009
22.
Evaluation of Health Aspects of Kojic Acid in Food
Burdock G.A., Soni M.G., Carabin I.G.
Regulatory Toxicology and Pharmacology, 2001
24.
S. Ansorge, U. Bank, K. Nordhoff, M. Taeger, F. Striggow, US Patent 2007/0037752 A1, 2007.
25.
Electrocatalytic stereoselective transformation of aldehydes and two molecules of pyrazolin-5-one into (R*,R*)-bis(spiro-2,4-dihydro-3H-pyrazol-3-one)cyclopropanes