An efficient approach to the synthesis of 2,3,4,5-tetrafluorophenol
Publication type: Journal Article
Publication date: 2021-05-01
scimago Q3
SJR: 0.305
CiteScore: 2.8
Impact factor: —
ISSN: 10665285, 15739171
General Chemistry
Abstract
A new method for the preparation of 2,3,4,5-tetrafluorophenol from 2-[(2,3,4,5,6-pentafluorophenyl)thio]acetic acid has been proposed. It included the intramolecular cyclization of the salt of this acid in the presence of K2CO3 with the substitution of the ortho fluorine atom and the formation of a lactone, which under the reaction conditions underwent the ring-opening with the formation of the potassium salt of 2-[6-hydroxy(2,3,4,5-tetrafluorophenyl)-thio]acetic acid. The resulting salt was converted into methyl ester and desulfurized with Raney nickel to 2,3,4,5-tetrafluorophenol. The proposed method is a simple and efficient way to obtain poorly available 2,3,4,5-tetrafluorophenol in ∼58% total yield based on 2-[(2,3,4,5,6-pentafluorophenyl)thio]acetic acid.
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Tretyakov E. V. et al. An efficient approach to the synthesis of 2,3,4,5-tetrafluorophenol // Russian Chemical Bulletin. 2021. Vol. 70. No. 5. pp. 995-998.
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Tretyakov E. V., Maksimov A. M., Nikulshin P. V., Mezhenkova T. V. An efficient approach to the synthesis of 2,3,4,5-tetrafluorophenol // Russian Chemical Bulletin. 2021. Vol. 70. No. 5. pp. 995-998.
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TY - JOUR
DO - 10.1007/s11172-021-3178-3
UR - https://doi.org/10.1007/s11172-021-3178-3
TI - An efficient approach to the synthesis of 2,3,4,5-tetrafluorophenol
T2 - Russian Chemical Bulletin
AU - Tretyakov, E. V.
AU - Maksimov, A M
AU - Nikulshin, P V
AU - Mezhenkova, T V
PY - 2021
DA - 2021/05/01
PB - Springer Nature
SP - 995-998
IS - 5
VL - 70
SN - 1066-5285
SN - 1573-9171
ER -
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@article{2021_Tretyakov,
author = {E. V. Tretyakov and A M Maksimov and P V Nikulshin and T V Mezhenkova},
title = {An efficient approach to the synthesis of 2,3,4,5-tetrafluorophenol},
journal = {Russian Chemical Bulletin},
year = {2021},
volume = {70},
publisher = {Springer Nature},
month = {may},
url = {https://doi.org/10.1007/s11172-021-3178-3},
number = {5},
pages = {995--998},
doi = {10.1007/s11172-021-3178-3}
}
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MLA
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Tretyakov, E. V., et al. “An efficient approach to the synthesis of 2,3,4,5-tetrafluorophenol.” Russian Chemical Bulletin, vol. 70, no. 5, May. 2021, pp. 995-998. https://doi.org/10.1007/s11172-021-3178-3.
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