Duality of donor-acceptor cyclopropane reactivity as a three-carbon component in five-membered ring construction: [3+2] annulation versus [3+2] cycloaddition
Yulia Volkova
1
,
Alexey E Kaplun
2
,
Olga Ivanova
2
,
Alexey O Chagarovskiy
1
,
Dmitry Skvortsov
2
,
Igor V Trushkov
1
,
Publication type: Journal Article
Publication date: 2013-04-09
scimago Q1
wos Q2
SJR: 0.981
CiteScore: 6.7
Impact factor: 3.7
ISSN: 09476539, 15213765
PubMed ID:
23576404
General Chemistry
Catalysis
Organic Chemistry
Abstract
Quo vadis? The Lewis acid catalyzed reaction of (hetero)aryl-derived donor-acceptor cyclopropanes with alkenes can be selectively directed along a [3+2] annulation pathway (see scheme). This new process provides convenient and efficient access to indanes and other cyclopentannulated (hetero)arenes, among which polyoxygenated 1-arylindanes exhibit significant cytotoxicity against several cancer cell lines with an IC50 of 10(-6)-10(-5) M.
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59
Total citations:
59
Citations from 2024:
6
(10%)
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MLA
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GOST
Copy
Volkova Y. et al. Duality of donor-acceptor cyclopropane reactivity as a three-carbon component in five-membered ring construction: [3+2] annulation versus [3+2] cycloaddition // Chemistry - A European Journal. 2013. Vol. 19. No. 21. pp. 6586-6590.
GOST all authors (up to 50)
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Volkova Y., Budynina E. M., Kaplun A. E., Ivanova O., Chagarovskiy A. O., Skvortsov D., Rybakov V. B., Trushkov I. V., Melnikov M. Y. Duality of donor-acceptor cyclopropane reactivity as a three-carbon component in five-membered ring construction: [3+2] annulation versus [3+2] cycloaddition // Chemistry - A European Journal. 2013. Vol. 19. No. 21. pp. 6586-6590.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1002/chem.201300731
UR - https://doi.org/10.1002/chem.201300731
TI - Duality of donor-acceptor cyclopropane reactivity as a three-carbon component in five-membered ring construction: [3+2] annulation versus [3+2] cycloaddition
T2 - Chemistry - A European Journal
AU - Volkova, Yulia
AU - Budynina, Ekaterina M
AU - Kaplun, Alexey E
AU - Ivanova, Olga
AU - Chagarovskiy, Alexey O
AU - Skvortsov, Dmitry
AU - Rybakov, Victor B.
AU - Trushkov, Igor V
AU - Melnikov, Mikhail Y.
PY - 2013
DA - 2013/04/09
PB - Wiley
SP - 6586-6590
IS - 21
VL - 19
PMID - 23576404
SN - 0947-6539
SN - 1521-3765
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2013_Volkova,
author = {Yulia Volkova and Ekaterina M Budynina and Alexey E Kaplun and Olga Ivanova and Alexey O Chagarovskiy and Dmitry Skvortsov and Victor B. Rybakov and Igor V Trushkov and Mikhail Y. Melnikov},
title = {Duality of donor-acceptor cyclopropane reactivity as a three-carbon component in five-membered ring construction: [3+2] annulation versus [3+2] cycloaddition},
journal = {Chemistry - A European Journal},
year = {2013},
volume = {19},
publisher = {Wiley},
month = {apr},
url = {https://doi.org/10.1002/chem.201300731},
number = {21},
pages = {6586--6590},
doi = {10.1002/chem.201300731}
}
Cite this
MLA
Copy
Volkova, Yulia, et al. “Duality of donor-acceptor cyclopropane reactivity as a three-carbon component in five-membered ring construction: [3+2] annulation versus [3+2] cycloaddition.” Chemistry - A European Journal, vol. 19, no. 21, Apr. 2013, pp. 6586-6590. https://doi.org/10.1002/chem.201300731.
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