The Synthesis of Bicyclo[4.2.1]nona-2,4,7-trienes by [6π + 2π]-Cycloaddition of 1-Substituted 1,3,5-Cycloheptatrienes Catalyzed by Titanium and Cobalt Complexes
Publication type: Journal Article
Publication date: 2019-06-19
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
31257872
Organic Chemistry
Abstract
The [6π + 2π]-cycloaddition of alkynes to 1-methyl-, propyl-, benzyl-, and hydroxymethyl-substituted 1,3,5-cycloheptatrienes in the presence of catalytic systems Ti(acac)2Cl2-Et2AlCl and Co(acac)2(dppe)/Zn/ZnI2 was performed for the first time to give practically valuable bicyclo[4.2.1]nona-2,4,7-trienes in high yields (72-88%). The structures of the obtained bicyclic compounds were reliably proved by NMR methods and X-ray diffraction analysis. The newly synthesized bicycles have been investigated for their in vitro cytotoxic activity against Jurkat, K562, U937, and HL60 tumor and normal cell lines and induction of apoptosis.
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D'yakonov V. A. et al. The Synthesis of Bicyclo[4.2.1]nona-2,4,7-trienes by [6π + 2π]-Cycloaddition of 1-Substituted 1,3,5-Cycloheptatrienes Catalyzed by Titanium and Cobalt Complexes // Journal of Organic Chemistry. 2019. Vol. 84. No. 14. pp. 9058-9066.
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D'yakonov V. A., Kadikova G. N., Nasretdinov R. N., Dzhemileva L. U., Dzhemilev U. M. The Synthesis of Bicyclo[4.2.1]nona-2,4,7-trienes by [6π + 2π]-Cycloaddition of 1-Substituted 1,3,5-Cycloheptatrienes Catalyzed by Titanium and Cobalt Complexes // Journal of Organic Chemistry. 2019. Vol. 84. No. 14. pp. 9058-9066.
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TY - JOUR
DO - 10.1021/acs.joc.9b00996
UR - https://doi.org/10.1021/acs.joc.9b00996
TI - The Synthesis of Bicyclo[4.2.1]nona-2,4,7-trienes by [6π + 2π]-Cycloaddition of 1-Substituted 1,3,5-Cycloheptatrienes Catalyzed by Titanium and Cobalt Complexes
T2 - Journal of Organic Chemistry
AU - D'yakonov, Vladimir A
AU - Kadikova, Gulnara N.
AU - Nasretdinov, Ramil N
AU - Dzhemileva, Lilya U.
AU - Dzhemilev, Usein M
PY - 2019
DA - 2019/06/19
PB - American Chemical Society (ACS)
SP - 9058-9066
IS - 14
VL - 84
PMID - 31257872
SN - 0022-3263
SN - 1520-6904
ER -
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BibTex (up to 50 authors)
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@article{2019_D'yakonov,
author = {Vladimir A D'yakonov and Gulnara N. Kadikova and Ramil N Nasretdinov and Lilya U. Dzhemileva and Usein M Dzhemilev},
title = {The Synthesis of Bicyclo[4.2.1]nona-2,4,7-trienes by [6π + 2π]-Cycloaddition of 1-Substituted 1,3,5-Cycloheptatrienes Catalyzed by Titanium and Cobalt Complexes},
journal = {Journal of Organic Chemistry},
year = {2019},
volume = {84},
publisher = {American Chemical Society (ACS)},
month = {jun},
url = {https://doi.org/10.1021/acs.joc.9b00996},
number = {14},
pages = {9058--9066},
doi = {10.1021/acs.joc.9b00996}
}
Cite this
MLA
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D'yakonov, Vladimir A., et al. “The Synthesis of Bicyclo[4.2.1]nona-2,4,7-trienes by [6π + 2π]-Cycloaddition of 1-Substituted 1,3,5-Cycloheptatrienes Catalyzed by Titanium and Cobalt Complexes.” Journal of Organic Chemistry, vol. 84, no. 14, Jun. 2019, pp. 9058-9066. https://doi.org/10.1021/acs.joc.9b00996.
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