title: Mild and Copper-Free Stereoselective Cyanation of gem-Difluoroalkenes by Using Benzyl Nitrile as a Cyanating Reagent.
abstract: A novel copper-free highly stereoselective cyanation of gem-difluoroalkenes by using benzyl nitrile as a cyanating reagent with the assistance of tBuOLi under air atmosphere at room temperature was developed. A variety of versatile fluorinated alkenyl nitriles were obtained. The proposed mechanism involved the C-H bond oxidation, C-CN bond cleavage, and then nucleophilic vinylic substitution (SN V).
authors.affiliation: Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology (ECUST), Shanghai, 200237, China.
authors.forename: Juan
authors.initials: J
authors.lastname: Zhang
authors.affiliation: Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology (ECUST), Shanghai, 200237, China.
authors.forename: Chengyuan
authors.initials: C
authors.lastname: Xu
authors.affiliation: Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology (ECUST), Shanghai, 200237, China.
authors.forename: Wei
authors.initials: W
authors.lastname: Wu
authors.affiliation: Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology (ECUST), Shanghai, 200237, China. scao@ecust.edu.cn.
authors.forename: Song
authors.initials: S
authors.lastname: Cao
keywords: alkenes; benzyl nitrile; cyanation; fluorinated alkenyl nitrile; fluorine