American Chemical Society (ACS)
Organic Letters
,  volume 22 ,  issue 6 ,  pages 2409-2413

Visible-Light-Promoted Iododifluoromethylation of Alkenes via (Phosphonio)difluoromethyl Radical Cation

Publication type: Journal Article
Publication date: 2020-03-02
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 reaction of an iododifluoromethylphosphonium salt with unactivated alkenes mediated by peri-xanthenoxanthene under blue-light irradiation is described. The reaction proceeds via activation of the carbon-iodine bond to generate (phosphonio)difluoromethyl radical cation, which attacks the double bond with subsequent quenching by the iodine. The intermediate phosphonium salts are easily hydrolyzed, furnishing products of iododifluoromethylation of alkenes.
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GOST |
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GOST Copy
Trifonov A. L. et al. Visible-Light-Promoted Iododifluoromethylation of Alkenes via (Phosphonio)difluoromethyl Radical Cation // Organic Letters. 2020. Vol. 22. No. 6. pp. 2409-2413.
GOST all authors (up to 50) Copy
Trifonov A. L., Panferova L. I., Levin V. V., Kokorekin V. A., Dilman A. D. Visible-Light-Promoted Iododifluoromethylation of Alkenes via (Phosphonio)difluoromethyl Radical Cation // Organic Letters. 2020. Vol. 22. No. 6. pp. 2409-2413.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1021/acs.orglett.0c00604
UR - https://doi.org/10.1021/acs.orglett.0c00604
TI - Visible-Light-Promoted Iododifluoromethylation of Alkenes via (Phosphonio)difluoromethyl Radical Cation
T2 - Organic Letters
AU - Trifonov, Alexey L
AU - Panferova, Liubov I
AU - Levin, Vitalij V
AU - Kokorekin, Vladimir A.
AU - Dilman, Alexander D
PY - 2020
DA - 2020/03/02
PB - American Chemical Society (ACS)
SP - 2409-2413
IS - 6
VL - 22
PMID - 32118450
SN - 1523-7060
SN - 1523-7052
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2020_Trifonov,
author = {Alexey L Trifonov and Liubov I Panferova and Vitalij V Levin and Vladimir A. Kokorekin and Alexander D Dilman},
title = {Visible-Light-Promoted Iododifluoromethylation of Alkenes via (Phosphonio)difluoromethyl Radical Cation},
journal = {Organic Letters},
year = {2020},
volume = {22},
publisher = {American Chemical Society (ACS)},
month = {mar},
url = {https://doi.org/10.1021/acs.orglett.0c00604},
number = {6},
pages = {2409--2413},
doi = {10.1021/acs.orglett.0c00604}
}
MLA
Cite this
MLA Copy
Trifonov, Alexey L., et al. “Visible-Light-Promoted Iododifluoromethylation of Alkenes via (Phosphonio)difluoromethyl Radical Cation.” Organic Letters, vol. 22, no. 6, Mar. 2020, pp. 2409-2413. https://doi.org/10.1021/acs.orglett.0c00604.