Journal of Fluorine Chemistry, volume 187, pages 15-23

Substituted 4-(1H-1,2,3-triazol-1-yl)-tetrafluorobenzoates: Selective synthesis and structure

Publication typeJournal Article
Publication date2016-07-01
Quartile SCImago
Q3
Quartile WOS
Q3
Impact factor1.9
ISSN00221139
Organic Chemistry
Biochemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Environmental Chemistry
Abstract
Abstract Regioselective, simple and fast synthesis of a series of [2 + 3]-cycloaddition products, 2-11, 4-(4-RC2HN3)C6F4CO2Et (2: R = Ph; 3: R = CMe2OH; 4: R = CH2OH; 5: R = CO2Et; 6: R = n-C5H11; 7: R = CH2O-o-C6H4CHO; 8: R = CH2O-p-C6H4NHBoc; 9: R = CH2O-p-C6H4CH2OH; 10: R = CH2O2CC6F5; 11: R = p-C6H4Bu-t), in reaction between ethyl 4-azido-2,3,5,6-tetrafluorobenzoate, 1, and a number of substituted alkynes was elaborated under conditions of copper-catalyzed click chemistry reaction. The optimized conditions include application of CuBr and Et3N in dichloromethane. The structure of compounds 2-11 was investigated in solution by 1D and 2D NMR and IR spectroscopy. The molecular structure of 2 in solid state was established by X-ray analysis.

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Solodukhin A. N. et al. Substituted 4-(1H-1,2,3-triazol-1-yl)-tetrafluorobenzoates: Selective synthesis and structure // Journal of Fluorine Chemistry. 2016. Vol. 187. pp. 15-23.
GOST all authors (up to 50) Copy
Solodukhin A. N., Borisova N. E., Churakov A. V., Zaitsev K. V. Substituted 4-(1H-1,2,3-triazol-1-yl)-tetrafluorobenzoates: Selective synthesis and structure // Journal of Fluorine Chemistry. 2016. Vol. 187. pp. 15-23.
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RIS Copy
TY - JOUR
DO - 10.1016/j.jfluchem.2016.05.005
UR - https://doi.org/10.1016/j.jfluchem.2016.05.005
TI - Substituted 4-(1H-1,2,3-triazol-1-yl)-tetrafluorobenzoates: Selective synthesis and structure
T2 - Journal of Fluorine Chemistry
AU - Solodukhin, Alexander N
AU - Borisova, Nataliya E.
AU - Churakov, Andrei V.
AU - Zaitsev, K V
PY - 2016
DA - 2016/07/01 00:00:00
PB - Elsevier
SP - 15-23
VL - 187
SN - 0022-1139
ER -
BibTex
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BibTex Copy
@article{2016_Solodukhin,
author = {Alexander N Solodukhin and Nataliya E. Borisova and Andrei V. Churakov and K V Zaitsev},
title = {Substituted 4-(1H-1,2,3-triazol-1-yl)-tetrafluorobenzoates: Selective synthesis and structure},
journal = {Journal of Fluorine Chemistry},
year = {2016},
volume = {187},
publisher = {Elsevier},
month = {jul},
url = {https://doi.org/10.1016/j.jfluchem.2016.05.005},
pages = {15--23},
doi = {10.1016/j.jfluchem.2016.05.005}
}
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