Coupling of gem-difluorinated organozinc reagents with S-electrophiles

[Display omitted] Copper-catalyzed or light-promoted coupling of gem-difluorinated organozinc reagents with disulfides is described. •Reactions of fluorinated organozinc reagents.•Copper-catalyzed copper-sulfur bond coupling.•Light-promoted reactions of disulfides. gem-Difluorinated organozinc reage...

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Veröffentlicht in:Journal of fluorine chemistry 2016-11, Vol.191, p.143-148
Hauptverfasser: Ashirbaev, Salavat S., Levin, Vitalij V., Struchkova, Marina I., Dilman, Alexander D.
Format: Artikel
Sprache:eng
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Zusammenfassung:[Display omitted] Copper-catalyzed or light-promoted coupling of gem-difluorinated organozinc reagents with disulfides is described. •Reactions of fluorinated organozinc reagents.•Copper-catalyzed copper-sulfur bond coupling.•Light-promoted reactions of disulfides. gem-Difluorinated organozinc reagents, which were prepared by insertion of CF2-fragment into CZn bond, couple with diethyl dixanthogen, di(benzothiazolyl) disulfide, and tetraethylthiuram disulfide. The reaction is promoted either by a copper(I) catalyst or by irradiation with blue light in the presence of Eosin Y disodium salt.
ISSN:0022-1139
1873-3328
DOI:10.1016/j.jfluchem.2016.07.018