N-(Hetero)arylations with Metalated (Hetero)aryls: Recent Advances in First-Row Transition-Metal-Mediated Cross-Couplings

被引：17
作者：
Ribaucourt, Aubert [1 ]
Cossy, Janine [1 ]
机构：
[1] PSL Univ, Mol Macromol Chem & Mat C3M, ESPCI Paris, CNRS, F-75005 Paris, France
来源：
ACS CATALYSIS | 2020年 / 10卷 / 17期
关键词：
amination; cross-coupling; nonprecious metal; umpolung; oxidative amination; CATALYZED ELECTROPHILIC AMINATION; C-N; ARYL BROMIDES; BORONIC ACIDS; POLYFUNCTIONAL ARYL; ARYLBORONIC ACIDS; TERTIARY-AMINES; COPPER; PALLADIUM; ARYLATION;
D O I：
10.1021/acscatal.0c02805
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
Transition-metal-catalyzed C(sp(2))-N bond forming reactions represent a very active field of research in chemistry. This review outlines the recent developments of the first-row transition-metal-catalyzed non-Buchwald-Hartwig cross-couplings (i.e., not taking place between a (hetero)aryl (pseudo)halide and an amine or other nitrogen-containing derivatives). The oxidative and umpolung cross-couplings represent the two main types of transformations discussed in this review.
引用
收藏
页码：10127 / 10148
页数：22
相关论文
共 95 条
  • [61] Copper-Catalyzed Electrophilic Amination of Arylsilanes with Hydroxylamines
    Miki, Yuya
    Hirano, Koji
    Satoh, Tetsuya
    Miura, Masahiro
    [J]. ORGANIC LETTERS, 2013, 15 (01) : 172 - 175
  • [62] Direct Stereospecific Amination of Alkyl and Aryl Pinacol Boronates
    Mlynarski, Scott N.
    Karns, Alexander S.
    Morken, James P.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (40) : 16449 - 16451
  • [63] Catalytic C-C, C-N, and C-O Ullmann-Type Coupling Reactions
    Monnier, Florian
    Taillefer, Marc
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (38) : 6954 - 6971
  • [64] Iron-Catalyzed Oxidative Monoarylation of Primary Amines with Organozinc Reagents
    Nakamura, Yuki
    Ilies, Laurean
    Nakamura, Eiichi
    [J]. ORGANIC LETTERS, 2011, 13 (22) : 5998 - 6001
  • [65] Copper-Catalyzed Electrophilic Amination of Organolithiums Mediated by Recoverable Siloxane Transfer Agents
    Nguyen, Minh H.
    Smith, Amos B., III
    [J]. ORGANIC LETTERS, 2013, 15 (18) : 4872 - 4875
  • [66] A convenient synthesis of secondary hydroxylamines
    O'Neil, IA
    Cleator, E
    Tapolczay, DJ
    [J]. TETRAHEDRON LETTERS, 2001, 42 (46) : 8247 - 8249
  • [67] Copper-mediated aromatic amination reaction and its application to the total synthesis of natural products
    Okano, Kentaro
    Tokuyama, Hidetoshi
    Fukuyama, Tohru
    [J]. CHEMICAL COMMUNICATIONS, 2014, 50 (89) : 13650 - 13663
  • [68] Cobalt-Catalyzed Electrophilic Amination of Arylzincs with N-Chloroamines
    Qian, Xin
    Yu, Zailu
    Auffrant, Audrey
    Gosmini, Corinne
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (20) : 6225 - 6229
  • [69] Qiao JX, 2011, BORONIC ACIDS, VOL 2: PREPARATION AND APPLICATIONS IN ORGANIC SYNTHESIS, MEDICINE AND MATERIALS, 2ND EDITION, P315
  • [70] Nickel-Mediated N-Arylation with Arylboronic Acids: An Avenue to Chan-Lam Coupling
    Raghuvanshi, Dushyant Singh
    Gupta, Amit Kumar
    Singh, Krishna Nand
    [J]. ORGANIC LETTERS, 2012, 14 (17) : 4326 - 4329
12345678910