Photochemical Electrocyclization of the Indolinylphenylethenes Involving a C-N Bond Formation
О. С. Федорова
1
,
Olga A Fedorova
1
,
Yuri V Fedorov
1
,
Elena N Andryukhina
1
,
Marina V. Fomina
1
,
Sergey P Gromov
1
,
Michael V Alfimov
1
,
René Lapouyade
1
1
Photochemistry Center of Russian Academy of Sciences, Novatorov str., 7a, 119421 Moscow, Russia, and Ecole Nationale Supérieure de Chimie et de Physique de Bordeaux, 16 avenue Pey-Berland, 33607 Pessac Cedex, France
|
Publication type: Journal Article
Publication date: 2003-11-01
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
14627376
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
[reaction: see text] A novel oxidative photodehydrocyclization of indolinylphenylethenes to a polycyclic heteroaromatic cation with good yields was described. Starting from the trans derivative, the phototransformation is a multistep process. The process includes two photochemical reactions and a trans-cis isomerization reaction, followed by an 1-aza-1,3,5-hexatrienic electrocyclic reaction involving the formation of a C-N bond. The cyclized product gives the stable heteroaromatic cations from hydride elimination with oxygen from air or iodine.
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Total citations:
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Citations from 2024:
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(7%)
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GOST
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Федорова О. С. et al. Photochemical Electrocyclization of the Indolinylphenylethenes Involving a C-N Bond Formation // Organic Letters. 2003. Vol. 5. No. 24. pp. 4533-4535.
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Федорова О. С., Fedorova O. A., Fedorov Y. V., Andryukhina E. N., Fomina M. V., Gromov S. P., Alfimov M. V., Lapouyade R. Photochemical Electrocyclization of the Indolinylphenylethenes Involving a C-N Bond Formation // Organic Letters. 2003. Vol. 5. No. 24. pp. 4533-4535.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/ol034848e
UR - https://pubs.acs.org/doi/10.1021/ol034848e
TI - Photochemical Electrocyclization of the Indolinylphenylethenes Involving a C-N Bond Formation
T2 - Organic Letters
AU - Федорова, О. С.
AU - Fedorova, Olga A
AU - Fedorov, Yuri V
AU - Andryukhina, Elena N
AU - Fomina, Marina V.
AU - Gromov, Sergey P
AU - Alfimov, Michael V
AU - Lapouyade, René
PY - 2003
DA - 2003/11/01
PB - American Chemical Society (ACS)
SP - 4533-4535
IS - 24
VL - 5
PMID - 14627376
SN - 1523-7060
SN - 1523-7052
ER -
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BibTex (up to 50 authors)
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@article{2003_Федорова,
author = {О. С. Федорова and Olga A Fedorova and Yuri V Fedorov and Elena N Andryukhina and Marina V. Fomina and Sergey P Gromov and Michael V Alfimov and René Lapouyade},
title = {Photochemical Electrocyclization of the Indolinylphenylethenes Involving a C-N Bond Formation},
journal = {Organic Letters},
year = {2003},
volume = {5},
publisher = {American Chemical Society (ACS)},
month = {nov},
url = {https://pubs.acs.org/doi/10.1021/ol034848e},
number = {24},
pages = {4533--4535},
doi = {10.1021/ol034848e}
}
Cite this
MLA
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Федорова, О. С., et al. “Photochemical Electrocyclization of the Indolinylphenylethenes Involving a C-N Bond Formation.” Organic Letters, vol. 5, no. 24, Nov. 2003, pp. 4533-4535. https://pubs.acs.org/doi/10.1021/ol034848e.
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