Synthesis of Nitromethyl Derivatives from Sulfur-Containing Pentafluorobenzenes
Publication type: Journal Article
Publication date: 2022-10-01
scimago Q4
wos Q4
SJR: 0.190
CiteScore: 1.3
Impact factor: 0.9
ISSN: 10704280, 16083393
Organic Chemistry
Abstract
The reaction of methyl- and (difluoromethyl)sulfanyl-, methane- and difluoromethanesulfinyl-, and methane- and difluoromethanesulfonylpentafluorobenzenes with nitromethane in the presence of 1,8diazabicyclo[5.4.0]undec-7-ene (DBU) in diethyl ether involved replacement of fluorine at the para position of the aromatic ring with the formation of the corresponding nitromethyl derivatives. The reaction temperature decreased in parallel with increase of the electron-withdrawing power of the sulfur-containing substituent. Treatment of 1,2,4,5-tetrafluoro-3-(methylsulfanyl)-6-(nitromethyl)benzene with sodium methoxide afforded the corresponding aci-nitro salt.
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Koshcheev B. V., Maksimov A. Synthesis of Nitromethyl Derivatives from Sulfur-Containing Pentafluorobenzenes // Russian Journal of Organic Chemistry. 2022. Vol. 58. No. 9. pp. 1242-1249.
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Koshcheev B. V., Maksimov A. Synthesis of Nitromethyl Derivatives from Sulfur-Containing Pentafluorobenzenes // Russian Journal of Organic Chemistry. 2022. Vol. 58. No. 9. pp. 1242-1249.
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TY - JOUR
DO - 10.1134/s107042802209007x
UR - https://doi.org/10.1134/s107042802209007x
TI - Synthesis of Nitromethyl Derivatives from Sulfur-Containing Pentafluorobenzenes
T2 - Russian Journal of Organic Chemistry
AU - Koshcheev, B V
AU - Maksimov, A.
PY - 2022
DA - 2022/10/01
PB - Pleiades Publishing
SP - 1242-1249
IS - 9
VL - 58
SN - 1070-4280
SN - 1608-3393
ER -
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BibTex (up to 50 authors)
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@article{2022_Koshcheev,
author = {B V Koshcheev and A. Maksimov},
title = {Synthesis of Nitromethyl Derivatives from Sulfur-Containing Pentafluorobenzenes},
journal = {Russian Journal of Organic Chemistry},
year = {2022},
volume = {58},
publisher = {Pleiades Publishing},
month = {oct},
url = {https://doi.org/10.1134/s107042802209007x},
number = {9},
pages = {1242--1249},
doi = {10.1134/s107042802209007x}
}
Cite this
MLA
Copy
Koshcheev, B. V., and A. Maksimov. “Synthesis of Nitromethyl Derivatives from Sulfur-Containing Pentafluorobenzenes.” Russian Journal of Organic Chemistry, vol. 58, no. 9, Oct. 2022, pp. 1242-1249. https://doi.org/10.1134/s107042802209007x.