135067-07-1Relevant articles and documents
Triethylborane Induced Perfluoroalkylation of Silyl Enol Ethers and Ketene Silyl Acetals with Perfluoroalkyl Iodides
Miura, Katsukiyo,Takeyama, Yoshihiro,Oshima, Koichiro,Utimoto, Kiitiro
, p. 1542 - 1553 (2007/10/02)
Reaction of perfluoroalkyl iodides with silyl enol ethers mediated by Et3B in the presence of base such as 2,6-dimethylpyridine provides mixtures of perfluoroalkylated trialkylsilyl enol ethers and α-perfluoroalkylated ketones.The yield and distribution of the products heavily depend on the nature of base employed.Treatment of a reaction mixture consisting of perfluoroalkylated silyl enol ether and α-perfluoroalkylated ketone with concd HCl in THF gives α-perfluoroalkylated ketone as a single product.Reaction of ketene silyl acetals with perfluoroalkyl iodides in the absence of base affords α-perfluoroalkylated esters in excellent yields.