title: Silver-catalyzed radical fluorination of alkylboronates in aqueous solution.
abstract: We report herein an efficient and general method for the deboronofluorination of alkylboronates. Thus, with the catalysis of AgNO3, the reactions of various alkylboronic acids or their pinacol esters with Selectfluor reagent in acidic aqueous solution afforded the corresponding alkyl fluorides under mild conditions. A broad substrate scope and wide functional group compatibility were observed. A radical mechanism is proposed for this site-specific fluorination.
authors.affiliation: Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Road, Shanghai 200032, Peoples's Republic of China.
authors.forename: Zhaodong
authors.initials: Z
authors.lastname: Li
authors.forename: Zhentao
authors.initials: Z
authors.lastname: Wang
authors.forename: Lin
authors.initials: L
authors.lastname: Zhu
authors.forename: Xinqiang
authors.initials: X
authors.lastname: Tan
authors.forename: Chaozhong
authors.initials: C
authors.lastname: Li
mesh_terms: D001897:Boronic Acids / Q000737:chemistry*; D002384:Catalysis; D054879:Halogenation; D012834:Silver / Q000737:chemistry*; D012996:Solutions; D013379:Substrate Specificity; D014867:Water / Q000737:chemistry*
chemical_list: D001897:Boronic Acids; D012996:Solutions; D014867:Water; D012834:Silver