American Chemical Society (ACS)
Organic Letters
,  volume 20 ,  issue 3 ,  pages 840-843

Photocatalytic Reductive Fluoroalkylation of Nitrones

Publication type: Journal Article
Publication date: 2018-01-22
American Chemical Society (ACS)
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A method for the addition of fluorinated groups to nitrones using an iridium photocatalyst and ascorbic acid as a stoichiometric reducing agent is described. The reaction proceeds through the generation of fluorinated radicals by single-electron reduction of fluorinated alkyl iodides with an iridium complex mediated by visible light. Besides perfluorinated reagents, partially fluorinated alkyl iodides can also be effectively used leading to the products, which cannot be obtained by conventional nucleophilic addition reactions. The resulting hydroxylamines can be readily converted to valuable fluorinated amines by reduction with zinc.
Found 
Found 
14 citations
Dilman Alexander
DSc in Chemistry, associate member of the Russian Academy of Sciences 
208 publications,  5 174 citations,  152 reviews
h-index: 39
N.D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences
N.D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences
Research interests
Organic Chemistry
2 citations
Levin Oleg
DSc in Chemistry
145 publications,  1 896 citations,  115 reviews
h-index: 25
Sirius University of Science and Technology
Sirius University of Science and Technology
Saint Petersburg State University
Saint Petersburg State University
Research interests
Electrochemistry
Materials Science
1 citation
Chumakova Natalia
🥼
DSc in Chemistry
67 publications,  427 citations,  28 reviews
h-index: 12
N.N. Semenov Federal Research Center for Chemical Physics of the Russian Academy of Sciences
N.N. Semenov Federal Research Center for Chemical Physics of the Russian Academy of Sciences
1 citation
Kaiser Marcel
489 publications,  13 871 citations
h-index: 58
University of Basel
University of Basel
Swiss Tropical and Public Health Institute
Swiss Tropical and Public Health Institute

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GOST |
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GOST Copy
Supranovich V. I. et al. Photocatalytic Reductive Fluoroalkylation of Nitrones // Organic Letters. 2018. Vol. 20. No. 3. pp. 840-843.
GOST all authors (up to 50) Copy
Supranovich V. I., Levin V. V., Struchkova M. I., Dilman A. D. Photocatalytic Reductive Fluoroalkylation of Nitrones // Organic Letters. 2018. Vol. 20. No. 3. pp. 840-843.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1021/acs.orglett.7b03987
UR - https://doi.org/10.1021/acs.orglett.7b03987
TI - Photocatalytic Reductive Fluoroalkylation of Nitrones
T2 - Organic Letters
AU - Supranovich, Vyacheslav I
AU - Levin, Vitalij V
AU - Struchkova, Marina I.
AU - Dilman, Alexander D
PY - 2018
DA - 2018/01/22
PB - American Chemical Society (ACS)
SP - 840-843
IS - 3
VL - 20
PMID - 29355326
SN - 1523-7060
SN - 1523-7052
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2018_Supranovich,
author = {Vyacheslav I Supranovich and Vitalij V Levin and Marina I. Struchkova and Alexander D Dilman},
title = {Photocatalytic Reductive Fluoroalkylation of Nitrones},
journal = {Organic Letters},
year = {2018},
volume = {20},
publisher = {American Chemical Society (ACS)},
month = {jan},
url = {https://doi.org/10.1021/acs.orglett.7b03987},
number = {3},
pages = {840--843},
doi = {10.1021/acs.orglett.7b03987}
}
MLA
Cite this
MLA Copy
Supranovich, Vyacheslav I., et al. “Photocatalytic Reductive Fluoroalkylation of Nitrones.” Organic Letters, vol. 20, no. 3, Jan. 2018, pp. 840-843. https://doi.org/10.1021/acs.orglett.7b03987.