Electrocatalytic multicomponent transformation of cyclic 1,3-diketones, isatins, and malononitrile: facile and convenient way to functionalized spirocyclic (5,6,7,8-tetrahydro-4H-chromene)-4,3′-oxindole system
M. N. Elinson
1
,
Alexey I Ilovaisky
1
,
Alexander S. Dorofeev
1
,
Valentina M Merkulova
1
,
Nikita Stepanov
1
,
Fedor M Miloserdov
1
,
Yuri N. Ogibin
1
,
Gennady I. Nikishin
1
Publication type: Journal Article
Publication date: 2007-10-01
scimago Q3
wos Q2
SJR: 0.426
CiteScore: 4.1
Impact factor: 2.2
ISSN: 00404020, 14645416
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
An electrochemically induced catalytic multicomponent transformation of cyclic 1,3-diketones, isatins, and malononitrile in alcohols in an undivided cell in the presence of sodium bromide as an electrolyte results in the formation of spirooxindoles with fused functionalized 5,6,7,8-tetrahydro-4 H -chromene system in 83–98% yields. The application of this efficient electrocatalytic method to the formation of medicinally relevant spirocyclic (4 H -chromene)-4,3′-oxindoles is beneficial from the viewpoint of diversity-oriented large-scale processes and represents novel, facile, and environmentally benign synthetic concept for multicomponent reaction strategy.
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Elinson M. N. et al. Electrocatalytic multicomponent transformation of cyclic 1,3-diketones, isatins, and malononitrile: facile and convenient way to functionalized spirocyclic (5,6,7,8-tetrahydro-4H-chromene)-4,3′-oxindole system // Tetrahedron. 2007. Vol. 63. No. 42. pp. 10543-10548.
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Elinson M. N., Ilovaisky A. I., Dorofeev A. S., Merkulova V. M., Stepanov N., Miloserdov F. M., Ogibin Y. N., Nikishin G. I. Electrocatalytic multicomponent transformation of cyclic 1,3-diketones, isatins, and malononitrile: facile and convenient way to functionalized spirocyclic (5,6,7,8-tetrahydro-4H-chromene)-4,3′-oxindole system // Tetrahedron. 2007. Vol. 63. No. 42. pp. 10543-10548.
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TY - JOUR
DO - 10.1016/j.tet.2007.07.080
UR - https://doi.org/10.1016/j.tet.2007.07.080
TI - Electrocatalytic multicomponent transformation of cyclic 1,3-diketones, isatins, and malononitrile: facile and convenient way to functionalized spirocyclic (5,6,7,8-tetrahydro-4H-chromene)-4,3′-oxindole system
T2 - Tetrahedron
AU - Elinson, M. N.
AU - Ilovaisky, Alexey I
AU - Dorofeev, Alexander S.
AU - Merkulova, Valentina M
AU - Stepanov, Nikita
AU - Miloserdov, Fedor M
AU - Ogibin, Yuri N.
AU - Nikishin, Gennady I.
PY - 2007
DA - 2007/10/01
PB - Elsevier
SP - 10543-10548
IS - 42
VL - 63
SN - 0040-4020
SN - 1464-5416
ER -
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BibTex (up to 50 authors)
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@article{2007_Elinson,
author = {M. N. Elinson and Alexey I Ilovaisky and Alexander S. Dorofeev and Valentina M Merkulova and Nikita Stepanov and Fedor M Miloserdov and Yuri N. Ogibin and Gennady I. Nikishin},
title = {Electrocatalytic multicomponent transformation of cyclic 1,3-diketones, isatins, and malononitrile: facile and convenient way to functionalized spirocyclic (5,6,7,8-tetrahydro-4H-chromene)-4,3′-oxindole system},
journal = {Tetrahedron},
year = {2007},
volume = {63},
publisher = {Elsevier},
month = {oct},
url = {https://doi.org/10.1016/j.tet.2007.07.080},
number = {42},
pages = {10543--10548},
doi = {10.1016/j.tet.2007.07.080}
}
Cite this
MLA
Copy
Elinson, M. N., et al. “Electrocatalytic multicomponent transformation of cyclic 1,3-diketones, isatins, and malononitrile: facile and convenient way to functionalized spirocyclic (5,6,7,8-tetrahydro-4H-chromene)-4,3′-oxindole system.” Tetrahedron, vol. 63, no. 42, Oct. 2007, pp. 10543-10548. https://doi.org/10.1016/j.tet.2007.07.080.