Nucleophilic Difluoromethylation Using (Bromodifluoromethyl)trimethylsilane
1
2
Higher
Chemical College, Russian Academy of Sciences, 125047 Moscow, Miusskaya sq. 9, Russian Federation
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Publication type: Journal Article
Publication date: 2016-06-23
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
27336618
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A combination of (bromodifluoromethyl)trimethylsilane (Me3SiCF2Br), triphenylphosphine, and DMPU serves as a source of difluorinated phosphorus ylide Ph3P═CF2 under mild conditions. The system was used to effect nucleophilic difluoromethylation of ketones and nitro alkenes. The reaction efficiency is believed to be associated with Lewis acidic activation of the substrates by a silylium species formed upon generation of the phosphorus ylide.
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57
Total citations:
57
Citations from 2025:
3
(5.26%)
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GOST
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Trifonov A. L. et al. Nucleophilic Difluoromethylation Using (Bromodifluoromethyl)trimethylsilane // Organic Letters. 2016. Vol. 18. No. 14. pp. 3458-3461.
GOST all authors (up to 50)
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Trifonov A. L., Zemtsov A. A., Levin V. V., Struchkova M. I., Dilman A. D. Nucleophilic Difluoromethylation Using (Bromodifluoromethyl)trimethylsilane // Organic Letters. 2016. Vol. 18. No. 14. pp. 3458-3461.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/acs.orglett.6b01641
UR - https://doi.org/10.1021/acs.orglett.6b01641
TI - Nucleophilic Difluoromethylation Using (Bromodifluoromethyl)trimethylsilane
T2 - Organic Letters
AU - Trifonov, Alexey L
AU - Zemtsov, Artem A
AU - Levin, Vitalij V
AU - Struchkova, Marina I.
AU - Dilman, Alexander D
PY - 2016
DA - 2016/06/23
PB - American Chemical Society (ACS)
SP - 3458-3461
IS - 14
VL - 18
PMID - 27336618
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2016_Trifonov,
author = {Alexey L Trifonov and Artem A Zemtsov and Vitalij V Levin and Marina I. Struchkova and Alexander D Dilman},
title = {Nucleophilic Difluoromethylation Using (Bromodifluoromethyl)trimethylsilane},
journal = {Organic Letters},
year = {2016},
volume = {18},
publisher = {American Chemical Society (ACS)},
month = {jun},
url = {https://doi.org/10.1021/acs.orglett.6b01641},
number = {14},
pages = {3458--3461},
doi = {10.1021/acs.orglett.6b01641}
}
Cite this
MLA
Copy
Trifonov, Alexey L., et al. “Nucleophilic Difluoromethylation Using (Bromodifluoromethyl)trimethylsilane.” Organic Letters, vol. 18, no. 14, Jun. 2016, pp. 3458-3461. https://doi.org/10.1021/acs.orglett.6b01641.
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