Tetrahedron, volume 76, issue 51, pages 131153

Remote trifluoromethylthiolation of alcohols under visible light

Manuel Barday 1
Rémi Blieck 1
Louise Ruyet 1
Tatiana Besset 2
1
 
Normandie Univ. INSA Rouen UNIROUEN CNRS COBRA (UMR 6014) 76000 Rouen France
2
 
UMR6014 COBRA, 1 rue Tesniere 76821, Mont Saint Aignan, France
Publication typeJournal Article
Publication date2020-12-01
Journal: Tetrahedron
Quartile SCImago
Q2
Quartile WOS
Q3
Impact factor2.1
ISSN00404020, 14645416
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
An unprecedented remote and regioselective trifluoromethylthiolation reaction of alcohols was developed. Under mild conditions, a panel of free-alcohols was selectively functionalized with TolSO 2 SCF 3 reagent as the SCF 3 source in the presence of hypervalent iodide (PIDA) under blue light irradiation. This approach offered an operationally simple tool for the construction of a challenging C(sp 3 )-SCF 3 bond at the δ-position of an alcohol by C(sp 3 )-H bond functionalization. Initial mechanistic studies suggested a radical pathway.

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Barday M. et al. Remote trifluoromethylthiolation of alcohols under visible light // Tetrahedron. 2020. Vol. 76. No. 51. p. 131153.
GOST all authors (up to 50) Copy
Barday M., Blieck R., Ruyet L., Besset T. Remote trifluoromethylthiolation of alcohols under visible light // Tetrahedron. 2020. Vol. 76. No. 51. p. 131153.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1016/j.tet.2020.131153
UR - https://doi.org/10.1016/j.tet.2020.131153
TI - Remote trifluoromethylthiolation of alcohols under visible light
T2 - Tetrahedron
AU - Barday, Manuel
AU - Blieck, Rémi
AU - Ruyet, Louise
AU - Besset, Tatiana
PY - 2020
DA - 2020/12/01 00:00:00
PB - Elsevier
SP - 131153
IS - 51
VL - 76
SN - 0040-4020
SN - 1464-5416
ER -
BibTex |
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BibTex Copy
@article{2020_Barday,
author = {Manuel Barday and Rémi Blieck and Louise Ruyet and Tatiana Besset},
title = {Remote trifluoromethylthiolation of alcohols under visible light},
journal = {Tetrahedron},
year = {2020},
volume = {76},
publisher = {Elsevier},
month = {dec},
url = {https://doi.org/10.1016/j.tet.2020.131153},
number = {51},
pages = {131153},
doi = {10.1016/j.tet.2020.131153}
}
MLA
Cite this
MLA Copy
Barday, Manuel, et al. “Remote trifluoromethylthiolation of alcohols under visible light.” Tetrahedron, vol. 76, no. 51, Dec. 2020, p. 131153. https://doi.org/10.1016/j.tet.2020.131153.
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