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The TaCl5-Mediated Reaction of Dimethyl 2-Phenylcyclopropane-1,1-dicarboxylate with Aromatic Aldehydes as a Route to Substituted Tetrahydronaphthalenes
Tatyana P Zosim
1
,
Rita N Kadikova
1
,
Roman A Novikov
2
,
Oleg S. Mozgovoj
1
,
Ilfir R Ramazanov
1
Тип публикации: Journal Article
Дата публикации: 2024-06-07
PubMed ID:
38930781
Краткое описание
It is found that the reaction of dimethyl 2-phenylcyclopropane-1,1-dicarboxylate with 2 equivalents each of aromatic aldehydes and TaCl5 in 1,2-dichloroethane at 23 °C for 24 h after hydrolysis gives substituted 4-phenyl-3,4-dihydronaphtalene-2,2(1H)-dicarboxylates in good yield. This represents a new type of reactions between 2-arylcyclopropane-1,1-dicarboxylates and aromatic aldehydes, yielding chlorinated tetrahydronaphthalenes with a cis arrangement of the aryl and chlorine substituents in the cyclohexene moiety. A plausible reaction mechanism is proposed.
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Zosim T. P. et al. The TaCl5-Mediated Reaction of Dimethyl 2-Phenylcyclopropane-1,1-dicarboxylate with Aromatic Aldehydes as a Route to Substituted Tetrahydronaphthalenes // Molecules. 2024. Vol. 29. No. 12. p. 2715.
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Zosim T. P., Kadikova R. N., Novikov R. A., Korlyukov A., Mozgovoj O. S., Ramazanov I. R. The TaCl5-Mediated Reaction of Dimethyl 2-Phenylcyclopropane-1,1-dicarboxylate with Aromatic Aldehydes as a Route to Substituted Tetrahydronaphthalenes // Molecules. 2024. Vol. 29. No. 12. p. 2715.
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TY - JOUR
DO - 10.3390/molecules29122715
UR - https://www.mdpi.com/1420-3049/29/12/2715
TI - The TaCl5-Mediated Reaction of Dimethyl 2-Phenylcyclopropane-1,1-dicarboxylate with Aromatic Aldehydes as a Route to Substituted Tetrahydronaphthalenes
T2 - Molecules
AU - Zosim, Tatyana P
AU - Kadikova, Rita N
AU - Novikov, Roman A
AU - Korlyukov, Alexander
AU - Mozgovoj, Oleg S.
AU - Ramazanov, Ilfir R
PY - 2024
DA - 2024/06/07
PB - MDPI
SP - 2715
IS - 12
VL - 29
PMID - 38930781
SN - 1420-3049
ER -
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@article{2024_Zosim,
author = {Tatyana P Zosim and Rita N Kadikova and Roman A Novikov and Alexander Korlyukov and Oleg S. Mozgovoj and Ilfir R Ramazanov},
title = {The TaCl5-Mediated Reaction of Dimethyl 2-Phenylcyclopropane-1,1-dicarboxylate with Aromatic Aldehydes as a Route to Substituted Tetrahydronaphthalenes},
journal = {Molecules},
year = {2024},
volume = {29},
publisher = {MDPI},
month = {jun},
url = {https://www.mdpi.com/1420-3049/29/12/2715},
number = {12},
pages = {2715},
doi = {10.3390/molecules29122715}
}
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MLA
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Zosim, Tatyana P., et al. “The TaCl5-Mediated Reaction of Dimethyl 2-Phenylcyclopropane-1,1-dicarboxylate with Aromatic Aldehydes as a Route to Substituted Tetrahydronaphthalenes.” Molecules, vol. 29, no. 12, Jun. 2024, p. 2715. https://www.mdpi.com/1420-3049/29/12/2715.
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