Electrocatalytic tandem Knoevenagel–Michael addition of barbituric acids to isatins: Facile and efficient way to substituted 5,5′-(2-oxo-2,3-dihydro-1H-indole-3,3-diyl)bis(pyrimidine-2,4,6-(1H,3H,5H)-trione) scaffold
Publication type: Journal Article
Publication date: 2011-10-01
scimago Q1
wos Q1
SJR: 1.106
CiteScore: 10.6
Impact factor: 5.6
ISSN: 00134686, 18733859
General Chemical Engineering
Electrochemistry
Abstract
Electrocatalytic transformation of isatins and barbituric acids in ethanol in an undivided cell in the presence of sodium bromide as an electrolyte results in the formation of substituted 5,5′-(2-oxo-2,3-dihydro-1 H -indole-3,3-diyl)bis(pyrimidine-2,4,6(1 H ,3 H ,5 H )-triones) in 89–95% substance yields and 890–950% current yields. The developed efficient electrocatalytic approach to medicinally relevant 5,5′-(2-oxo-2,3-dihydro-1 H -indole-3,3-diyl)bis(pyrimidine-2,4,6(1 H ,3 H ,5 H )-trione) scaffold is 10 times faster than general chemical method, is beneficial from the viewpoint of diversity-oriented large-scale processes and represents novel example of facile environmentally benign synthetic concept for electrocatalytic tandem reaction strategy.
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Elinson M. N. et al. Electrocatalytic tandem Knoevenagel–Michael addition of barbituric acids to isatins: Facile and efficient way to substituted 5,5′-(2-oxo-2,3-dihydro-1H-indole-3,3-diyl)bis(pyrimidine-2,4,6-(1H,3H,5H)-trione) scaffold // Electrochimica Acta. 2011. Vol. 56. No. 24. pp. 8219-8223.
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Elinson M. N., Merkulova V. M., Ilovaisky A. I., Barba F., Batanero B. Electrocatalytic tandem Knoevenagel–Michael addition of barbituric acids to isatins: Facile and efficient way to substituted 5,5′-(2-oxo-2,3-dihydro-1H-indole-3,3-diyl)bis(pyrimidine-2,4,6-(1H,3H,5H)-trione) scaffold // Electrochimica Acta. 2011. Vol. 56. No. 24. pp. 8219-8223.
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TY - JOUR
DO - 10.1016/j.electacta.2011.06.059
UR - https://doi.org/10.1016/j.electacta.2011.06.059
TI - Electrocatalytic tandem Knoevenagel–Michael addition of barbituric acids to isatins: Facile and efficient way to substituted 5,5′-(2-oxo-2,3-dihydro-1H-indole-3,3-diyl)bis(pyrimidine-2,4,6-(1H,3H,5H)-trione) scaffold
T2 - Electrochimica Acta
AU - Elinson, M. N.
AU - Merkulova, Valentina M
AU - Ilovaisky, Alexey I
AU - Barba, F.
AU - Batanero, B.
PY - 2011
DA - 2011/10/01
PB - Elsevier
SP - 8219-8223
IS - 24
VL - 56
SN - 0013-4686
SN - 1873-3859
ER -
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BibTex (up to 50 authors)
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@article{2011_Elinson,
author = {M. N. Elinson and Valentina M Merkulova and Alexey I Ilovaisky and F. Barba and B. Batanero},
title = {Electrocatalytic tandem Knoevenagel–Michael addition of barbituric acids to isatins: Facile and efficient way to substituted 5,5′-(2-oxo-2,3-dihydro-1H-indole-3,3-diyl)bis(pyrimidine-2,4,6-(1H,3H,5H)-trione) scaffold},
journal = {Electrochimica Acta},
year = {2011},
volume = {56},
publisher = {Elsevier},
month = {oct},
url = {https://doi.org/10.1016/j.electacta.2011.06.059},
number = {24},
pages = {8219--8223},
doi = {10.1016/j.electacta.2011.06.059}
}
Cite this
MLA
Copy
Elinson, M. N., et al. “Electrocatalytic tandem Knoevenagel–Michael addition of barbituric acids to isatins: Facile and efficient way to substituted 5,5′-(2-oxo-2,3-dihydro-1H-indole-3,3-diyl)bis(pyrimidine-2,4,6-(1H,3H,5H)-trione) scaffold.” Electrochimica Acta, vol. 56, no. 24, Oct. 2011, pp. 8219-8223. https://doi.org/10.1016/j.electacta.2011.06.059.