title: Electroreductive Defluorination of Trifluoromethyl Ketones and Trifluoroacetic Acid Derivatives.
abstract: Difluoroenol silyl ethers 5 and 6, difluoroketene silyl (O,O-, O,S-, and O,N-) acetals 9 and 21, and 2,2-difluoro-2-trimethylsilylacetates 10 were prepared by electroreductive defluorination of trifluoromethyl ketones and trifluoroacetic acid derivatives in an MeCN-TBAB-chlorotrialkylsilane system using a carbon rod as an anode and a lead plate as a cathode. TBAF- or KF-CuI-promoted alpha-alkylation of 10 with electrophiles such as aldehydes, ketones, imine, acylhalides, and alkylhalides provided alpha-alkylated-alpha,alpha-difluoroacetates in good to excellent yields.
authors.affiliation: Department of Applied Chemistry, Faculty of Engineering, Okayama University, Okayama 700-8530, Japan.
authors.forename: Kenji
authors.initials: K
authors.lastname: Uneyama
authors.forename: Go
authors.initials: G
authors.lastname: Mizutani
authors.forename: Kazushige
authors.initials: K
authors.lastname: Maeda
authors.forename: Tsuyoshi
authors.initials: T
authors.lastname: Kato