Palladium-catalyzed allylation of 2,2,2-trifluoroethyl phenyl sulfone, a potential 2,2,2-trifluoroethyl pronucleophile

Zhang, Wei; Zhao, Yanchuan; Ni, Chuanfa; Mathew, Thomas; Hu, Jinbo

Palladium-catalyzed allylation of 2,2,2-trifluoroethyl phenyl sulfone, a potential 2,2,2-trifluoroethyl pronucleophile

2012

Zhang, Wei | Zhao, Yanchuan | Ni, Chuanfa | Mathew, Thomas | Hu, Jinbo

A palladium-catalyzed allylation reaction of PhSO₂CH₂CF₃ (2) with a variety of allyl carbonates has been successfully developed for selective 2,2,2-trifluoroethylation under neutral conditions. With this method, the 1-phenylsulfonyl-2,2,2-trifluoroethyl moiety was efficiently transferred into organic compounds without the competing β-elimination of fluoride, to afford a range of mono-allylated and di-allylated compounds.

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