Russian Chemical Bulletin, volume 62, issue 11, pages 2407-2423
Reaction of donor-acceptor cyclopropanes with 1,3-diphenylisobenzofuran. Lewis acid effect on the reaction pathway
Publication type: Journal Article
Publication date: 2013-11-01
Journal:
Russian Chemical Bulletin
Quartile SCImago
Q3
Quartile WOS
Q3
Impact factor: 1.7
ISSN: 10665285, 15739171
General Chemistry
Abstract
Reaction of donor-acceptor cyclopropanes with 1,3-diphenylisobenzofuran in the presence of lanthanide triflates, as well as CuOTf, Sn(OTf)2, SnCl2, ZnCl2, GaCl3, and MgI2, proceeds as a formal [3+4]-cycloaddition leading to a newly formed seven-membered ring. This reaction was found to be typical of cyclopropane-1,1-diesters and dinitriles, as well as 1-nitrocyclo-propanecarboxylates containing aromatic, heteroaromatic, and vinylic substituents at the C(2) atom of the small ring. When Me3SiOTf, TiCl4, SnCl4, or BF3·OEt2 were used as initiators, unusual cyclic hemiacetals were formed via the conjugate 1,4-addition of a cyclopropane and a nucleophile to the diene moiety.
Top-30
Citations by journals
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Angewandte Chemie - International Edition
1 publication, 7.69%
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Advanced Synthesis and Catalysis
1 publication, 7.69%
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1 publication, 7.69%
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Angewandte Chemie
1 publication, 7.69%
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1 publication, 7.69%
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1 publication, 7.69%
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1 publication, 7.69%
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1 publication, 7.69%
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Citations by publishers
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Wiley
6 publications, 46.15%
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Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
2 publications, 15.38%
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American Chemical Society (ACS)
2 publications, 15.38%
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Springer Nature
1 publication, 7.69%
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Multidisciplinary Digital Publishing Institute (MDPI)
1 publication, 7.69%
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Royal Society of Chemistry (RSC)
1 publication, 7.69%
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- We do not take into account publications without a DOI.
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- Statistics recalculated weekly.
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Chagarovskiy A. O. et al. Reaction of donor-acceptor cyclopropanes with 1,3-diphenylisobenzofuran. Lewis acid effect on the reaction pathway // Russian Chemical Bulletin. 2013. Vol. 62. No. 11. pp. 2407-2423.
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Chagarovskiy A. O., Ivanova O. A., Budynina E. M., Kolychev E. L., Nechaev M. S., Trushkov I. V., Melnikov M. Ya. Reaction of donor-acceptor cyclopropanes with 1,3-diphenylisobenzofuran. Lewis acid effect on the reaction pathway // Russian Chemical Bulletin. 2013. Vol. 62. No. 11. pp. 2407-2423.
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TY - JOUR
DO - 10.1007/s11172-013-0349-x
UR - https://doi.org/10.1007/s11172-013-0349-x
TI - Reaction of donor-acceptor cyclopropanes with 1,3-diphenylisobenzofuran. Lewis acid effect on the reaction pathway
T2 - Russian Chemical Bulletin
AU - Chagarovskiy, A O
AU - Ivanova, O. A.
AU - Budynina, E M
AU - Kolychev, E L
AU - Nechaev, M S
AU - Trushkov, I V
AU - Melnikov, M Ya
PY - 2013
DA - 2013/11/01 00:00:00
PB - Springer Nature
SP - 2407-2423
IS - 11
VL - 62
SN - 1066-5285
SN - 1573-9171
ER -
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@article{2013_Chagarovskiy,
author = {A O Chagarovskiy and O. A. Ivanova and E M Budynina and E L Kolychev and M S Nechaev and I V Trushkov and M Ya Melnikov},
title = {Reaction of donor-acceptor cyclopropanes with 1,3-diphenylisobenzofuran. Lewis acid effect on the reaction pathway},
journal = {Russian Chemical Bulletin},
year = {2013},
volume = {62},
publisher = {Springer Nature},
month = {nov},
url = {https://doi.org/10.1007/s11172-013-0349-x},
number = {11},
pages = {2407--2423},
doi = {10.1007/s11172-013-0349-x}
}
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MLA
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Chagarovskiy, A. O., et al. “Reaction of donor-acceptor cyclopropanes with 1,3-diphenylisobenzofuran. Lewis acid effect on the reaction pathway.” Russian Chemical Bulletin, vol. 62, no. 11, Nov. 2013, pp. 2407-2423. https://doi.org/10.1007/s11172-013-0349-x.