114996-74-6Relevant articles and documents
Palladium-Catalyzed Monofluoromethylation of Arylboronic Esters with Fluoromethyl Iodide
Hu, Jingyu,Gao, Bing,Li, Lingchun,Ni, Chuanfa,Hu, Jinbo
, p. 3086 - 3089 (2015)
The first palladium-catalyzed direct monofluoromethylation of arylboronic esters to produce monofluoromethyl arenes is reported. The reaction is typically carried out at room temperature within 4 h and has a good functional group tolerance. The monofluoromethylating agent, CH2FI, was readily prepared via a halogen-exchange process.
Radical C-H Fluorination Using Unprotected Amino Acids as Radical Precursors
Hua, Alyssa M.,Mai, Duy N.,Martinez, Ramon,Baxter, Ryan D.
supporting information, p. 2949 - 2952 (2017/06/07)
We report a unique example of utilizing unprotected amino acids for benzylic C-H fluorination via a radical process. α-Aminoalkyl radicals are readily generated via oxidative decarboxylation of unprotected amino acids using a simple silver(I) catalyst and Selectfluor, which serves as both a mild oxidant and source of electrophilic fluorine. Mechanistic investigation shows that coordination of the unprotected amino acid plays a crucial role in lowering the oxidation potential of Ag(I), enabling oxidation under mild conditions. Mono- or difluorination is possible by controlling the stoichiometry of amino acid and fluorine source.
Metal-free18F-labeling of aryl-CF2H via nucleophilic radiofluorination and oxidative C-H activation
Yuan, Gengyang,Wang, Feng,Stephenson, Nickeisha A.,Wang, Lu,Rotstein, Benjamin H.,Vasdev, Neil,Tang, Pingping,Liang, Steven H.
supporting information, p. 126 - 129 (2016/12/27)
A metal-free and selective method to form [18F]aryl-CF2H through nucleophilic radiofluorination of benzyl (pseudo)halides and oxidative C-H activation of benzylic C-H bonds has been developed. The method is operationally simple and tolerates a variety of electron-neutral/deficient arenes and heteroarenes.
