Transition metal-catalyzed N-arylations of amidines and guanidines

被引:175
|
作者
Rauws, Tom R. M. [1 ]
Maes, Bert U. W. [1 ]
机构
[1] Univ Antwerp, Dept Chem, B-2020 Antwerp, Belgium
关键词
CROSS-COUPLING REACTIONS; C-N; ARYL HALIDES; HIGHLY EFFICIENT; COORDINATION CHEMISTRY; AMINATION REACTION; CASCADE REACTIONS; O-HALOANILINES; AZA ANALOGS; COPPER;
D O I
10.1039/c1cs15236j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Although several recent reviews dealt with transition metal catalyzed N-arylation of amines (all classes), to date no specific review covering the N-arylation of amidines and guanidines appeared. Amidines and guanidines are considered as fundamental entities in medicinal chemistry. The appearance of these functional groups in drugs, agrochemicals and natural products justifies a separate description of the current status of the literature on the N-arylation of the amidine and guanidine functionalities. Both acyclic and cyclic derivatives are taken into account. For cyclic amidines/guanidines only systems which possess an exocyclic nitrogen atom are considered. This critical review is largely organized by the type of amidine/guanidine and transition metal used and covers literature up to May 2011 (200 references).
引用
收藏
页码:2463 / 2497
页数:35
相关论文
共 50 条
  • [41] Transition Metal-Catalyzed Asymmetric Allylation
    Ding, Chang-Hua
    Hou, Xue-Long
    ASYMMETRIC CATALYSIS FROM A CHINESE PERSPECTIVE, 2011, 36 : 247 - 285
  • [42] THE TRANSITION METAL-CATALYZED N-HETEROCYCLIZATION - THE RHODIUM-CATALYZED SYNTHESIS OF INDOLES
    WATANABE, Y
    YAMAMOTO, M
    SHIM, SC
    MIYANAGA, S
    MITSUDO, T
    CHEMISTRY LETTERS, 1980, (05) : 603 - 604
  • [43] Transition metal-catalyzed synthesis and reactivity of N-alkenyl aziridines
    Dalili, S
    Yudin, AK
    ORGANIC LETTERS, 2005, 7 (06) : 1161 - 1164
  • [44] New classes of transition metal-catalyzed amine, alcohol, ketone, and amide arylations. Mechanism, methodology, and macromolecules.
    Hartwig, JF
    Driver, MS
    Goodson, FE
    Hamann, BC
    Louie, J
    Mann, G
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1998, 216 : U449 - U449
  • [45] Efficient copper-catalyzed N-arylations of nitrogen-containing heterocycles and aliphatic amines in water
    Li, Xufeng
    Yang, Daoshan
    Jiang, Yuyang
    Fu, Hua
    GREEN CHEMISTRY, 2010, 12 (06) : 1097 - 1105
  • [46] Recent advances in transition metal-catalyzed transformations in N, N-disubstituted enaminones
    Fu, Leiqing
    Wan, Jie-Ping
    TETRAHEDRON LETTERS, 2023, 130
  • [47] N-Arylation of Amidines and Guanidines: An Update
    Kantin, Grigory
    Krasavin, Mikhail
    CURRENT ORGANIC CHEMISTRY, 2016, 20 (13) : 1370 - 1388
  • [48] N-Arylations of trifluoromethylated N-acylhydrazones with diaryliodonium salts as arylation reagents
    Zhang, Huaiyuan
    Wang, Ke-Hu
    Wang, Junjiao
    Su, Yingpeng
    Huang, Danfeng
    Hu, Yulai
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2019, 17 (11) : 2940 - 2947
  • [49] Aromatic N-Arylations Catalyzed by Copper-Anchored Porous Zinc-Based Metal-Organic Framework under Heterogeneous Conditions
    Maity, Tanmoy
    Saha, Debraj
    Koner, Subratanath
    CHEMCATCHEM, 2014, 6 (08) : 2373 - 2383
  • [50] Transition metal-catalyzed nucleophilic (radio)fluorination
    Doyle, Abigail
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2015, 249