Convenient palladium-catalyzed preparation of primary anilines using a fluorous benzophenone imine reagent

被引：33
|
作者：
Cioffi, CL [1 ]
Berlin, ML [1 ]
Herr, RJ [1 ]
机构：
[1] Albany Mol Res Inc, Dept Med Chem, Albany, NY 12212 USA
来源：
SYNLETT | 2004年 / 05期
关键词：
amination; arylation; cross-coupling; palladium-catalyzed; fluorous;
D O I：
10.1055/s-2004-820011
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel fluoroalkyl benzophenone imine reagent (f-BPI) serves as a convenient ammonia surrogate for the palladium-catalyzed Buchwald-Hartwig amination of aryl halides. The highly fluorinated imine moiety acts as a handle for rapid purification of intermediates using fluorous chromatographic techniques, and is removed in a subsequent stage by acid hydrolysis to provide the corresponding primary anilines.
引用
收藏
页码：841 / 845
页数：5
相关论文
共 50 条
  • [31] Regioselective control in the palladium-catalyzed isomerization of methylenecyclopropylcarbinols using acetic acid as a reagent
    Shi, Min
    Wang, Bao-Yu
    Shao, Li-Xiong
    SYNLETT, 2007, (06) : 909 - 912
  • [32] ORGN 614-Improved conditions for palladium-catalyzed conversion of diverse aryl bromides to primary anilines
    Bhagwanth, Swapna
    Adjabeng, George M.
    Hornberger, Keith R.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2008, 235
  • [33] Palladium-Catalyzed Approach to Primary Amides Using Nongaseous Precursors
    Nielsen, Dennis U.
    Taaning, Rolf H.
    Lindhardt, Anders T.
    Gogsig, Thomas M.
    Skrydstrup, Troels
    ORGANIC LETTERS, 2011, 13 (16) : 4454 - 4457
  • [34] PALLADIUM-CATALYZED ALLYLIDENATION OF ALDEHYDE - A SIMPLE AND CONVENIENT METHOD FOR THE PREPARATION OF CONJUGATED DIENE AND POLYENE COMPOUNDS
    OKUKADO, N
    UCHIKAWA, O
    NAKAMURA, Y
    CHEMISTRY LETTERS, 1988, (08) : 1449 - 1452
  • [35] Palladium-Catalyzed ortho C-H Allylation of Tertiary Anilines
    Yuan, Chunchen
    Zhang, Wenlong
    ORGANIC LETTERS, 2025,
  • [36] Palladium-catalyzed synthesis of N-arylated carbazoles using anilines and cyclic diaryliodonium salts
    Riedmueller, Stefan
    Nachtsheim, Boris J.
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2013, 9 : 1202 - 1209
  • [37] Combination of microwave reactions with fluorous separations in the palladium-catalyzed synthesis of aryl sulfides
    Zhang, Wei
    Lu, Yimin
    Chen, Christine Hiu-Tung
    MOLECULAR DIVERSITY, 2003, 7 (2-4) : 199 - 202
  • [38] Combination of microwave reactions with fluorous separations in the palladium-catalyzed synthesis of aryl sulfides
    Wei Zhang
    Yimin Lu
    Christine Hiu-Tung Chen
    Molecular Diversity, 2003, 7 : 199 - 202
  • [39] A convenient palladium-catalyzed aerobic oxidation of alcohols at room temperature
    Schultz, MJ
    Park, CC
    Sigman, MS
    CHEMICAL COMMUNICATIONS, 2002, (24) : 3034 - 3035
  • [40] Palladium-Catalyzed α-Arylation of Carboxylic Acid Derivatives with Grignard Reagent
    Tanaka, Daiki
    Tanaka, Shota
    Mori, Atsunori
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (20) : 4254 - 4257
12345