Aromatization via a Dibromination-Double Dehydrobromination Sequence: A Facile and Convenient Synthetic Route to 2,6-Bis(trifluoroacetyl)phenols
Publication type: Journal Article
Publication date: 2008-05-16
scimago Q2
wos Q2
SJR: 0.559
CiteScore: 4.6
Impact factor: 2.3
ISSN: 00397881, 1437210X
Catalysis
Organic Chemistry
Abstract
An efficient and reliable method to synthesize 2,6- bis(trifluoroacetyl)phenols bearing various substituents in the 4-po- sition was developed. These valuable fluorinated building blocks were obtained from the corresponding cyclohexanones in a facile and convenient procedure, demonstrated to be superior to the tradi- tional approaches. The application of this methodology to cyclohex- ane-1,4-dione opened access to 2,5-bis(polyfluoroacyl)-1,4- hydroquinones. Structural peculiarities of the obtained phenols as well as their 1,3-dicarbonyl or 1,3,5-tricarbonyl precursors are dis- cussed on the basis of multinuclear NMR spectroscopy.
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Sevenard D. et al. Aromatization via a Dibromination-Double Dehydrobromination Sequence: A Facile and Convenient Synthetic Route to 2,6-Bis(trifluoroacetyl)phenols // Synthesis. 2008. Vol. 2008. No. 12. pp. 1867-1878.
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Sevenard D., Röschenthaler G., Kazakova O., Lork E., Chizhov D., Röschenthaler G. Aromatization via a Dibromination-Double Dehydrobromination Sequence: A Facile and Convenient Synthetic Route to 2,6-Bis(trifluoroacetyl)phenols // Synthesis. 2008. Vol. 2008. No. 12. pp. 1867-1878.
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TY - JOUR
DO - 10.1055/s-2008-1067080
UR - https://doi.org/10.1055/s-2008-1067080
TI - Aromatization via a Dibromination-Double Dehydrobromination Sequence: A Facile and Convenient Synthetic Route to 2,6-Bis(trifluoroacetyl)phenols
T2 - Synthesis
AU - Sevenard, Dmitri
AU - Röschenthaler, Gerd-Volker
AU - Kazakova, Olesya
AU - Lork, Enno
AU - Chizhov, Dmitri
AU - Röschenthaler, Gerd-Volker
PY - 2008
DA - 2008/05/16
PB - Georg Thieme Verlag KG
SP - 1867-1878
IS - 12
VL - 2008
SN - 0039-7881
SN - 1437-210X
ER -
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@article{2008_Sevenard,
author = {Dmitri Sevenard and Gerd-Volker Röschenthaler and Olesya Kazakova and Enno Lork and Dmitri Chizhov and Gerd-Volker Röschenthaler},
title = {Aromatization via a Dibromination-Double Dehydrobromination Sequence: A Facile and Convenient Synthetic Route to 2,6-Bis(trifluoroacetyl)phenols},
journal = {Synthesis},
year = {2008},
volume = {2008},
publisher = {Georg Thieme Verlag KG},
month = {may},
url = {https://doi.org/10.1055/s-2008-1067080},
number = {12},
pages = {1867--1878},
doi = {10.1055/s-2008-1067080}
}
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MLA
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Sevenard, Dmitri, et al. “Aromatization via a Dibromination-Double Dehydrobromination Sequence: A Facile and Convenient Synthetic Route to 2,6-Bis(trifluoroacetyl)phenols.” Synthesis, vol. 2008, no. 12, May. 2008, pp. 1867-1878. https://doi.org/10.1055/s-2008-1067080.