Tetrahedron, volume 65, issue 27, pages 5385-5392
Lewis acid-catalyzed reactions of donor–acceptor cyclopropanes with furan derivatives
Publication type: Journal Article
Publication date: 2009-07-01
Journal:
Tetrahedron
Quartile SCImago
Q2
Quartile WOS
Q3
Impact factor: 2.1
ISSN: 00404020, 14645416
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
Lewis acid-catalyzed reactions of dialkyl 2-arylcyclopropane-1,1-dicarboxylates with 2,5-dimethylfuran were found to give products of [3+2]-cycloaddition to C(2)–C(3) bond, which contain reactive vinyl ether moiety. These adducts can be further transformed into various products depending on the Lewis acid, the nucleophilicity of aryl group in starting cyclopropane and the ratio of reagents. The vinyl ether moiety can attack the appropriate nucleophilic center in intramolecular or intermolecular mode or can undergo cycloaddition to the second equivalent of donor–acceptor cyclopropane. Alternatively, 2,5-diphenylfuran formed Friedel–Crafts products only when reacted with donor–acceptor cyclopropanes.
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1 publication, 1.59%
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1 publication, 1.59%
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1 publication, 1.59%
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1 publication, 1.59%
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Citations by publishers
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5
10
15
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25
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Wiley
24 publications, 38.1%
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16 publications, 25.4%
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7 publications, 11.11%
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3 publications, 4.76%
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Springer Nature
1 publication, 1.59%
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Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 1.59%
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5
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25
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- We do not take into account publications without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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Chagarovskiy A. O. et al. Lewis acid-catalyzed reactions of donor–acceptor cyclopropanes with furan derivatives // Tetrahedron. 2009. Vol. 65. No. 27. pp. 5385-5392.
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Chagarovskiy A. O., Budynina E. M., Ivanova O., Grishin Y., TRUSHKOV I. V., Verteletskii P. V. Lewis acid-catalyzed reactions of donor–acceptor cyclopropanes with furan derivatives // Tetrahedron. 2009. Vol. 65. No. 27. pp. 5385-5392.
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TY - JOUR
DO - 10.1016/j.tet.2009.04.061
UR - https://doi.org/10.1016/j.tet.2009.04.061
TI - Lewis acid-catalyzed reactions of donor–acceptor cyclopropanes with furan derivatives
T2 - Tetrahedron
AU - Chagarovskiy, Alexey O
AU - Budynina, Ekaterina M
AU - Ivanova, Olga
AU - Grishin, Yuri
AU - TRUSHKOV, IGOR V.
AU - Verteletskii, Pavel V
PY - 2009
DA - 2009/07/01 00:00:00
PB - Elsevier
SP - 5385-5392
IS - 27
VL - 65
SN - 0040-4020
SN - 1464-5416
ER -
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@article{2009_Chagarovskiy,
author = {Alexey O Chagarovskiy and Ekaterina M Budynina and Olga Ivanova and Yuri Grishin and IGOR V. TRUSHKOV and Pavel V Verteletskii},
title = {Lewis acid-catalyzed reactions of donor–acceptor cyclopropanes with furan derivatives},
journal = {Tetrahedron},
year = {2009},
volume = {65},
publisher = {Elsevier},
month = {jul},
url = {https://doi.org/10.1016/j.tet.2009.04.061},
number = {27},
pages = {5385--5392},
doi = {10.1016/j.tet.2009.04.061}
}
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MLA
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Chagarovskiy, Alexey O., et al. “Lewis acid-catalyzed reactions of donor–acceptor cyclopropanes with furan derivatives.” Tetrahedron, vol. 65, no. 27, Jul. 2009, pp. 5385-5392. https://doi.org/10.1016/j.tet.2009.04.061.