147912-85-4Relevant academic research and scientific papers
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.
Difluorophenylselenomethylation of ethers
Uneyama,Tokunaga,Maeda
, p. 1311 - 1312 (2007/10/02)
Pummerer reaction of difluoromethyl phenyl selenoxide with acetic anhydride proceeds at refluxing temperature of CH2-Cl2, generating difluorophenylselenomethyl carbocation equivalent which can be trapped with cyclic ethers to give ω-
