147912-88-7Relevant articles and documents
Reaction of Difluoromethyl Phenyl Selenoxide with Acetic Anhydride. A Route to Difluoro(phenylseleno)methylation of Ethers
Uneyama, Kenji,Maeda, Kazuhiro,Tokunaga, Yukio,Itano, Nobuaki
, p. 370 - 375 (2007/10/02)
Difluoromethyl phenyl selenoxide (2) has been prepared and allowed to react with acetic anhydride in the presence of cyclic ethers and sulfides.Difluorophenylselenomethylation occurred smoothly on reacting 2 with Ac2O in refluxing dichloromethane to give ω-alkyl acetates 4 in 34-87percent yields.A sequential reaction of Pummerer type rearrangement, difluorocarbene formation, electrophilic addition of the carbene to oxygen of ethers leading to oxonium ylide, and trapping with phenylselenyl acetate is proposed.