کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
1313659 | 1499330 | 2015 | 9 صفحه PDF | دانلود رایگان |
![عکس صفحه اول مقاله: A versatile difluorovinylation method: Cross-coupling reactions of the 2,2-difluorovinylzinc–TMEDA complex with alkenyl, alkynyl, allyl, and benzyl halides A versatile difluorovinylation method: Cross-coupling reactions of the 2,2-difluorovinylzinc–TMEDA complex with alkenyl, alkynyl, allyl, and benzyl halides](/preview/png/1313659.png)
• A series of 2,2-difluorovinyl compounds were synthesized via the cross-coupling of a 2,2-difluorovinylzinc–TMEDA complex.
• This protocol started from an industrial material, 1,1-difluoroethylene.
• The 2,2-difluorovinylzinc–TMEDA complex is thermally stable and storable.
A thermally stable 2,2-difluorovinylzinc–TMEDA complex was prepared via a deprotonation–transmetallation sequence starting from commercially available 1,1-difluoroethylene. The complex thus formed was successfully applied to transition metal-catalyzed cross-coupling reactions with a wide range of organic halides, which led to the syntheses of 2,2-difluorovinyl compounds. On treatment with the difluorovinylzinc–TMEDA complex in the presence of an appropriate palladium or copper catalyst, alkenyl, alkynyl, allyl, and benzyl halides effectively underwent difluorovinylation to afford 1,1-difluoro-1,3-dienes, 1,1-difluoro-1,3-enynes, 1,1-difluoro-1,4-dienes, and (3,3-difluoroallyl)arenes, respectively.
A series of 2,2-difluorovinyl compounds were synthesized via the Pd- and Cu-catalyzed cross-coupling of a 2,2-difluorovinylzinc–TMEDA complex. The 2,2-difluorovinylzinc–TMEDA complex, prepared from 1,1-difluoroethylene, an industrial material, is thermally stable and storable.Figure optionsDownload as PowerPoint slide
Journal: Journal of Fluorine Chemistry - Volume 170, February 2015, Pages 29–37