Photocatalytic Functionalization of Alkenes Enabled by Polyfluoroaryl Migration

Photocatalytic Functionalization of Alkenes Enabled by Polyfluoroaryl Migration Full article

Journal

ChemPhotoChem
ISSN: 2367-0932

Output data

Year: 2024, Volume: 8, Number: 11, Article number : e202400159, Pages count : DOI: 10.1002/cptc.202400159

Authors

Savchenko Artem G. ^1,2 , Zubkov Mikhail O. ² , Hu Jinbo ³ , Dilman Alexander D. ²

Affiliations

1	Department of Chemistry Moscow State University 119991 Moscow Leninskie Gory 1–3 Russian Federation
2	Zelinsky Institute of Organic Chemistry RAS, Leninsky prosp. 47, Moscow, 119991 Moscow, RUSSIAN FEDERATION
3	Key Laboratory of Organofluorine Chemistry Center for Excellence in Molecular Synthesis Shanghai Institute of Organic Chemistry University of Chinese Academy of Sciences Chinese Academy of Sciences 200032 Shanghai 345 Ling-Ling Road China

Visible light-mediated photocatalytic approach for the radical functionalization of alkenes bearing the fluorinated aryl sulfide fragment is described. The process occurs in the presence of organic photocatalyst using sulfinates as sources of radicals. The key step of the reaction is the intramolecular 1,4-migration of the polyfluoroaryl group. In the reaction, three new bonds are formed (two C−C and one C−S bond). The decisive role of fluorine atoms in the reaction efficiency was confirmed by DFT calculations.

Savchenko A.G. , Zubkov M.O. , Hu J. , Dilman A.D.
Photocatalytic Functionalization of Alkenes Enabled by Polyfluoroaryl Migration
ChemPhotoChem. 2024. V.8. N11. e202400159 . DOI: 10.1002/cptc.202400159 WOS OpenAlex

Web of science:	WOS:001284218700001
OpenAlex:	W4399830539

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