Electrochemical thiocyanation of barbituric acids
Oleg V Bityukov
1
,
Pavel Yu Serdyuchenko
1, 2
,
Maria A Kuznetsova
3, 4
,
Valentina N Demidova
3, 4
,
Vera A. Vil’
1
,
Publication type: Journal Article
Publication date: 2022-04-01
scimago Q2
wos Q2
SJR: 0.600
CiteScore: 5.2
Impact factor: 2.7
ISSN: 14770520, 14770539
PubMed ID:
35420113
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
The electrochemical thiocyanation of barbituric acids with NH4SCN was disclosed in an undivided cell under constant current conditions. The electrosynthesis is the most efficient at a record high current density (janode ≈50-70 mA cm-2). NH4SCN has a dual role as the source of the SCN group and as the electrolyte. Electrochemical thiocyanation of barbituric acids starts with the generation of (SCN)2 from the thiocyanate anion. The addition of thiocyanogen to the double bond of the enol tautomer of barbituric acid gives thiocyanated barbituric acid. A variety of thiocyanated barbituric acids bearing different functional groups were obtained in 18-95% yields and were shown to exhibit promising antifungal activity.
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13
Total citations:
13
Citations from 2024:
6
(46.15%)
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MLA
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GOST
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Bityukov O. V. et al. Electrochemical thiocyanation of barbituric acids // Organic and Biomolecular Chemistry. 2022. Vol. 20. No. 17. pp. 3629-3636.
GOST all authors (up to 50)
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Bityukov O. V., Kirillov A. S., Serdyuchenko P. Yu., Kuznetsova M. A., Demidova V. N., Vil’ V. A., Terent'ev A. O. Electrochemical thiocyanation of barbituric acids // Organic and Biomolecular Chemistry. 2022. Vol. 20. No. 17. pp. 3629-3636.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1039/d2ob00343k
UR - https://xlink.rsc.org/?DOI=D2OB00343K
TI - Electrochemical thiocyanation of barbituric acids
T2 - Organic and Biomolecular Chemistry
AU - Bityukov, Oleg V
AU - Kirillov, Andrey S
AU - Serdyuchenko, Pavel Yu
AU - Kuznetsova, Maria A
AU - Demidova, Valentina N
AU - Vil’, Vera A.
AU - Terent'ev, Alexander O.
PY - 2022
DA - 2022/04/01
PB - Royal Society of Chemistry (RSC)
SP - 3629-3636
IS - 17
VL - 20
PMID - 35420113
SN - 1477-0520
SN - 1477-0539
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2022_Bityukov,
author = {Oleg V Bityukov and Andrey S Kirillov and Pavel Yu Serdyuchenko and Maria A Kuznetsova and Valentina N Demidova and Vera A. Vil’ and Alexander O. Terent'ev},
title = {Electrochemical thiocyanation of barbituric acids},
journal = {Organic and Biomolecular Chemistry},
year = {2022},
volume = {20},
publisher = {Royal Society of Chemistry (RSC)},
month = {apr},
url = {https://xlink.rsc.org/?DOI=D2OB00343K},
number = {17},
pages = {3629--3636},
doi = {10.1039/d2ob00343k}
}
Cite this
MLA
Copy
Bityukov, Oleg V., et al. “Electrochemical thiocyanation of barbituric acids.” Organic and Biomolecular Chemistry, vol. 20, no. 17, Apr. 2022, pp. 3629-3636. https://xlink.rsc.org/?DOI=D2OB00343K.