Accessing Perfluoroaryl Sulfonimidamides and Sulfoximines via Photogenerated Perfluoroaryl Nitrenes: Synthesis and Application as a Chiral Auxiliary
Publication type: Journal Article
Publication date: 2021-11-12
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
34766772
Organic Chemistry
Abstract
Sulfonimidamides (SIAs) and sulfoximines (SOIs) have attracted attention due to their potential in agriculture and in medicinal chemistry as bioisosteres of biologically active compounds, and new synthetic methods are needed to access and explore these compounds. Herein, we present a light-promoted generation of perfluorinated aromatic nitrenes, from perfluorinated azides, that subsequently are allowed to react with sulfinamides and sulfoxides, generating achiral and chiral SIAs and SOIs. One of the enantiopure SIAs was evaluated as a novel chiral auxiliary in Grignard additions to the imines yielding the product in up to 96:4 diastereomeric ratio.
Found
Nothing found, try to update filter.
Found
Nothing found, try to update filter.
Top-30
Journals
|
1
2
3
4
|
|
|
Angewandte Chemie - International Edition
4 publications, 23.53%
|
|
|
Angewandte Chemie
4 publications, 23.53%
|
|
|
Organic Letters
2 publications, 11.76%
|
|
|
Synthesis
1 publication, 5.88%
|
|
|
Chemical Science
1 publication, 5.88%
|
|
|
European Journal of Organic Chemistry
1 publication, 5.88%
|
|
|
Nanoscale
1 publication, 5.88%
|
|
|
Asian Journal of Organic Chemistry
1 publication, 5.88%
|
|
|
1
2
3
4
|
Publishers
|
2
4
6
8
10
|
|
|
Wiley
10 publications, 58.82%
|
|
|
American Chemical Society (ACS)
2 publications, 11.76%
|
|
|
Royal Society of Chemistry (RSC)
2 publications, 11.76%
|
|
|
Georg Thieme Verlag KG
1 publication, 5.88%
|
|
|
Springer Nature
1 publication, 5.88%
|
|
|
2
4
6
8
10
|
- We do not take into account publications without a DOI.
- Statistics recalculated weekly.
Are you a researcher?
Create a profile to get free access to personal recommendations for colleagues and new articles.
Metrics
17
Total citations:
17
Citations from 2024:
8
(47.06%)
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
Proietti G. et al. Accessing Perfluoroaryl Sulfonimidamides and Sulfoximines via Photogenerated Perfluoroaryl Nitrenes: Synthesis and Application as a Chiral Auxiliary // Journal of Organic Chemistry. 2021. Vol. 86. No. 23. pp. 17119-17128.
GOST all authors (up to 50)
Copy
Proietti G., Kuzmin J., Temerdashev A., Dinér P. Accessing Perfluoroaryl Sulfonimidamides and Sulfoximines via Photogenerated Perfluoroaryl Nitrenes: Synthesis and Application as a Chiral Auxiliary // Journal of Organic Chemistry. 2021. Vol. 86. No. 23. pp. 17119-17128.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/acs.joc.1c02241
UR - https://doi.org/10.1021/acs.joc.1c02241
TI - Accessing Perfluoroaryl Sulfonimidamides and Sulfoximines via Photogenerated Perfluoroaryl Nitrenes: Synthesis and Application as a Chiral Auxiliary
T2 - Journal of Organic Chemistry
AU - Proietti, Giampiero
AU - Kuzmin, Julius
AU - Temerdashev, Azamat
AU - Dinér, Peter
PY - 2021
DA - 2021/11/12
PB - American Chemical Society (ACS)
SP - 17119-17128
IS - 23
VL - 86
PMID - 34766772
SN - 0022-3263
SN - 1520-6904
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2021_Proietti,
author = {Giampiero Proietti and Julius Kuzmin and Azamat Temerdashev and Peter Dinér},
title = {Accessing Perfluoroaryl Sulfonimidamides and Sulfoximines via Photogenerated Perfluoroaryl Nitrenes: Synthesis and Application as a Chiral Auxiliary},
journal = {Journal of Organic Chemistry},
year = {2021},
volume = {86},
publisher = {American Chemical Society (ACS)},
month = {nov},
url = {https://doi.org/10.1021/acs.joc.1c02241},
number = {23},
pages = {17119--17128},
doi = {10.1021/acs.joc.1c02241}
}
Cite this
MLA
Copy
Proietti, Giampiero, et al. “Accessing Perfluoroaryl Sulfonimidamides and Sulfoximines via Photogenerated Perfluoroaryl Nitrenes: Synthesis and Application as a Chiral Auxiliary.” Journal of Organic Chemistry, vol. 86, no. 23, Nov. 2021, pp. 17119-17128. https://doi.org/10.1021/acs.joc.1c02241.
Profiles