α-Fluorination of Sulfides withN-Fluoropyridinium Triflates
Тип публикации: Journal Article
Дата публикации: 1986-11-01
scimago Q2
wos Q2
БС1
SJR: 0.678
CiteScore: 7
Impact factor: 3.8
ISSN: 00092673, 13480634
General Chemistry
Краткое описание
The reaction of sulfides possessing α-hydrogen with various N-fluoropyridinium salts was examined. While the fluorinating power increased in the order of N-fluoro-2,4,6-trimethylpyridinium triflate 1 2, and 3 no longer produced the α-fluoro sulfide. Triflate 1 was more reactive than the corresponding tetrafluoroborate 4. Thus, it was shown that 1 satisfactorily fluorinated various kinds of sulfides under very mild conditions, giving α-fluoro sulfides. A two-step mechanism, oxidative fluorination of sulfur and Pummerer-type rearrangement, was proposed for the fluorination. The corresponding α-fluoro sulfoxide or sulfones were easily prepared from the sulfides by successive fluorination–oxidation procedure.
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ГОСТ
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UMEMOTO T., Tomizawa G. α-Fluorination of Sulfides withN-Fluoropyridinium Triflates // Bulletin of the Chemical Society of Japan. 1986. Vol. 59. No. 11. pp. 3625-3629.
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UMEMOTO T., Tomizawa G. α-Fluorination of Sulfides withN-Fluoropyridinium Triflates // Bulletin of the Chemical Society of Japan. 1986. Vol. 59. No. 11. pp. 3625-3629.
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TY - JOUR
DO - 10.1246/bcsj.59.3625
UR - https://doi.org/10.1246/bcsj.59.3625
TI - α-Fluorination of Sulfides withN-Fluoropyridinium Triflates
T2 - Bulletin of the Chemical Society of Japan
AU - UMEMOTO, Teruo
AU - Tomizawa, Ginjiro
PY - 1986
DA - 1986/11/01
PB - Oxford University Press
SP - 3625-3629
IS - 11
VL - 59
SN - 0009-2673
SN - 1348-0634
ER -
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BibTex (до 50 авторов)
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@article{1986_UMEMOTO,
author = {Teruo UMEMOTO and Ginjiro Tomizawa},
title = {α-Fluorination of Sulfides withN-Fluoropyridinium Triflates},
journal = {Bulletin of the Chemical Society of Japan},
year = {1986},
volume = {59},
publisher = {Oxford University Press},
month = {nov},
url = {https://doi.org/10.1246/bcsj.59.3625},
number = {11},
pages = {3625--3629},
doi = {10.1246/bcsj.59.3625}
}
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MLA
Скопировать
UMEMOTO, Teruo, and Ginjiro Tomizawa. “α-Fluorination of Sulfides withN-Fluoropyridinium Triflates.” Bulletin of the Chemical Society of Japan, vol. 59, no. 11, Nov. 1986, pp. 3625-3629. https://doi.org/10.1246/bcsj.59.3625.