Palladium-mediated fluorination of arylboronic acids

被引:215
|
作者
Furuya, Takeru [1 ]
Kaiser, Hanns Martin [1 ]
Ritter, Tobias [1 ]
机构
[1] Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
关键词
boronic acids; fluorination; palladium; synthetic methods; tomography;
D O I
10.1002/anie.200802164
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Saving the best for last: Novel palladium complexes allow mild, two-step fluorination of aryl boronic acids (see scheme). The reaction is regiospecific, functional-group tolerant, has a broad substrate scope, and is ideally suited for the introduction of fluorine substituents at a late stage for aryl fluoride synthesis. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:5993 / 5996
页数:4
相关论文
共 50 条
  • [1] Palladium-Mediated Labeling of Nucleic Acids
    Defrancq, Eric
    Messaoudi, Samir
    CHEMBIOCHEM, 2017, 18 (05) : 426 - 431
  • [2] THE PALLADIUM-MEDIATED CROSS COUPLING OF BROMOTROPOLONES WITH ORGANOSTANNANES OR ARYLBORONIC ACIDS - APPLICATIONS TO THE SYNTHESIS OF NATURAL-PRODUCTS AND NATURAL PRODUCT ANALOGS
    BANWELL, MG
    CAMERON, JM
    COLLIS, MP
    CRISP, GT
    GABLE, RW
    HAMEL, E
    LAMBERT, JN
    MACKAY, MF
    REUM, ME
    SCOBLE, JA
    AUSTRALIAN JOURNAL OF CHEMISTRY, 1991, 44 (05) : 705 - 728
  • [3] Palladium-Mediated Approach to Coumarin-Functionalized Amino Acids
    Moodie, Lindon W. K.
    Chammaa, Samy
    Kindahl, Tomas
    Hedberg, Christian
    ORGANIC LETTERS, 2017, 19 (11) : 2797 - 2800
  • [4] Palladium(III)-Catalyzed Fluorination of Arylboronic Acid Derivatives
    Mazzotti, Anthony R.
    Campbell, Michael G.
    Tang, Pingping
    Murphy, Jennifer M.
    Ritter, Tobias
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (38) : 14012 - 14015
  • [5] PALLADIUM-MEDIATED INSERTIVE BEHAVIOR
    Ritter, Steve
    CHEMICAL & ENGINEERING NEWS, 2010, 88 (23) : 41 - 41
  • [6] Palladium-Mediated Organofluorine Chemistry
    Albeniz, Ana C.
    Casares, Juan A.
    ADVANCES IN ORGANOMETALLIC CHEMISTRY, VOL 62, 2014, 62 : 1 - 110
  • [7] Palladium-mediated Polymerization of Diazoacetamides
    Eiji Ihara
    Toshimitsu Hiraren
    Tomomichi Itoh
    Kenzo Inoue
    Polymer Journal, 2008, 40 : 1094 - 1098
  • [8] Palladium-mediated intracellular chemistry
    Yusop, Rahimi M.
    Unciti-Broceta, Asier
    Johansson, Emma M. V.
    Sanchez-Martin, Rosario M.
    Bradley, Mark
    NATURE CHEMISTRY, 2011, 3 (03) : 239 - 243
  • [9] Palladium-Mediated Intracellular Chemistry
    Yusop, Rahimi
    Unciti-Broceta, Asier
    Johansson, Emma
    Bradley, Mark
    Sanchez-Martin, Rosario M.
    SYNTHESIS-STUTTGART, 2011, (11): : A48 - A50
  • [10] Palladium-mediated carbosubstitutions in spiranes
    Falck-Pedersen, ML
    Romming, C
    Undheim, K
    TETRAHEDRON, 1999, 55 (28) : 8525 - 8538