volume 56 issue 19 pages 3063-3069

Electrochemical Transformation of Malononitrile and Carbonyl Compounds into Functionally Substituted Cyclopropanes: Electrocatalytic Variant of the Wideqvist Reaction

Publication typeJournal Article
Publication date2000-05-01
scimago Q3
wos Q2
SJR0.426
CiteScore4.1
Impact factor2.2
ISSN00404020, 14645416
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
Electrolysis of malononitrile and carbonyl compounds in the presence of alkali metal halides in an undivided cell results in the formation of substituted 1,1,2,2-tetracyanocyclopropanes in 60–90% yield. This electrocatalytic variant of the Wideqvist reaction using malononitrile instead of bromomalonitrile was successfully performed. Electrocatalytic transformation of substituted 1,1,2,2-tetracyanocyclopropanes in methanol or ethanol in an undivided cell leads to substituted 2-amino-4,4-dialkoxy-1,5-dicyano-3-azabicyclo[3.1.0]hex-2-enes in 70–95% yields after 0.05–0.10 F/mol of electricity has been passed.
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GOST Copy
Elinson M. N. et al. Electrochemical Transformation of Malononitrile and Carbonyl Compounds into Functionally Substituted Cyclopropanes: Electrocatalytic Variant of the Wideqvist Reaction // Tetrahedron. 2000. Vol. 56. No. 19. pp. 3063-3069.
GOST all authors (up to 50) Copy
Elinson M. N., Feducovich S. K., Lizunova T. L., Nikishin G. I. Electrochemical Transformation of Malononitrile and Carbonyl Compounds into Functionally Substituted Cyclopropanes: Electrocatalytic Variant of the Wideqvist Reaction // Tetrahedron. 2000. Vol. 56. No. 19. pp. 3063-3069.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/S0040-4020(00)00195-2
UR - https://doi.org/10.1016/S0040-4020(00)00195-2
TI - Electrochemical Transformation of Malononitrile and Carbonyl Compounds into Functionally Substituted Cyclopropanes: Electrocatalytic Variant of the Wideqvist Reaction
T2 - Tetrahedron
AU - Elinson, M. N.
AU - Feducovich, Sergey K.
AU - Lizunova, Tatiana L.
AU - Nikishin, Gennady I.
PY - 2000
DA - 2000/05/01
PB - Elsevier
SP - 3063-3069
IS - 19
VL - 56
SN - 0040-4020
SN - 1464-5416
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2000_Elinson,
author = {M. N. Elinson and Sergey K. Feducovich and Tatiana L. Lizunova and Gennady I. Nikishin},
title = {Electrochemical Transformation of Malononitrile and Carbonyl Compounds into Functionally Substituted Cyclopropanes: Electrocatalytic Variant of the Wideqvist Reaction},
journal = {Tetrahedron},
year = {2000},
volume = {56},
publisher = {Elsevier},
month = {may},
url = {https://doi.org/10.1016/S0040-4020(00)00195-2},
number = {19},
pages = {3063--3069},
doi = {10.1016/S0040-4020(00)00195-2}
}
MLA
Cite this
MLA Copy
Elinson, M. N., et al. “Electrochemical Transformation of Malononitrile and Carbonyl Compounds into Functionally Substituted Cyclopropanes: Electrocatalytic Variant of the Wideqvist Reaction.” Tetrahedron, vol. 56, no. 19, May. 2000, pp. 3063-3069. https://doi.org/10.1016/S0040-4020(00)00195-2.