Dual Photoredox/Copper Catalyzed Fluoroalkylative Alkene Difunctionalization

Dual Photoredox/Copper Catalyzed Fluoroalkylative Alkene Difunctionalization Full article

Journal

Journal of Organic Chemistry
ISSN: 1520-6904 , E-ISSN: 0022-3263

Output data

Year: 2023, Volume: 88, Number: 9, Pages: 6252-6262 Pages count : 11 DOI: 10.1021/acs.joc.3c00448

Authors

Kostromitin Vladislav S ^1,2 , Levin Vitalij V ² , Dilman Alexander D ²

Affiliations

1	Lomonosov Moscow State University, Department of Chemistry, 119991 Moscow, Leninskie Gory 1-3, Russian Federation
2	N. D. Zelinsky Institute of Organic Chemistry, 119991 Moscow, Leninsky prosp. 47, Russian Federation

A method for performing radical difunctionalization of alkenes using fluorinated halides and a nucleophilic component (thiolate and iodide anions) is described. These nucleophilic fragments serve as redox active groups for performing subsequent transformations. The difunctionalization reaction involves photoredox generation of fluorinated radicals, their addition to the double bond followed by copper-promoted C–S or C–I bond formation. The primary products can be further coupled with silyl enol ethers, α-(trifluoromethyl)styrenes, and trimethylsilyl cyanide affording a variety of fluorinated compounds.

Kostromitin V.S. , Levin V.V. , Dilman A.D.
Dual Photoredox/Copper Catalyzed Fluoroalkylative Alkene Difunctionalization
Journal of Organic Chemistry. 2023. V.88. N9. P.6252-6262. DOI: 10.1021/acs.joc.3c00448 WOS Scopus OpenAlex

Web of science:	WOS:000970569200001
Scopus:	2-s2.0-85152698375
OpenAlex:	W4365139293

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OpenAlex	5
Scopus	6
Web of science	4