title: Gold-Catalyzed Fluorination-Hydration: Synthesis of α-Fluorobenzofuranones from 2-Alkynylphenol Derivatives.
abstract: The Au(I) -catalyzed fluorination-hydration of 2-alkynylphenol derivatives in the presence of Selectfluor [1-chloromethyl-4-fluoro-1,4-diazoniabicyclo-[2.2.2]octane bis(tetrafluoroborate)] has been developed. This method provides straightforward access to α-fluorobenzofuranones with the construction of C-O, C=O, and C-F bonds in a single step on the basis of an Au(I) /Au(III) redox catalytic cycle. Several control experiments, including the asymmetric variant of this reaction, were also conducted to gain insight into the reaction mechanism.
authors.affiliation: Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry & Molecular Engineering, East China University of Science and Technology, Meilong Road No. 130, Shanghai, 200237, China.
authors.forename: Qiang
authors.initials: Q
authors.lastname: Wang
authors.affiliation: Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry & Molecular Engineering, East China University of Science and Technology, Meilong Road No. 130, Shanghai, 200237, China.
authors.forename: Yu
authors.initials: Y
authors.lastname: Jiang
authors.affiliation: Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry & Molecular Engineering, East China University of Science and Technology, Meilong Road No. 130, Shanghai, 200237, China.
authors.forename: Run
authors.initials: R
authors.lastname: Sun
authors.affiliation: State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry (SIOC), Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032, China. siocxiangying@mail.sioc.ac.cn.
authors.forename: Xiang-Ying
authors.initials: XY
authors.lastname: Tang
authors.affiliation: Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry & Molecular Engineering, East China University of Science and Technology, Meilong Road No. 130, Shanghai, 200237, China. mshi@mail.sioc.ac.cn.|State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry (SIOC), Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032, China. mshi@mail.sioc.ac.cn.
authors.forename: Min
authors.initials: M
authors.lastname: Shi
keywords: Selectfluor; alkynes; fluorine; gold; hydration