title: A novel approach of cycloaddition of difluorocarbene to alpha,beta-unsaturated aldehydes and ketones: synthesis of gem-difluorocyclopropyl ketones and 2-fluorofurans.
abstract: A series of gem-difluorocyclopropyl acetals and ketals are easily obtained in moderate yields from the [1 + 2] cycloaddition of difluorocarbene to 1,3-dioxolanes of alpha,beta-unsaturated aromatic aldehydes and ketones. Hydrolysis of these fluorinated compounds under acidic conditions either gives the corresponding gem-difluorocyclopropyl ketones or 1-aryl-2-fluorofuran derivatives through intramolecular carbonium rearrangement with simultaneous ring cleavage.
authors.affiliation: Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, 200032 Shanghai, China.
authors.forename: Wei
authors.initials: W
authors.lastname: Xu
authors.forename: Qing-Yun
authors.initials: QY
authors.lastname: Chen