Palladium- and Nickel-Catalyzed Aminations of Aryl Imidazolylsulfonates and Sulfamates

被引：104
作者：
Ackermann, Lutz [1 ]
Sandmann, Rene [1 ]
Song, Weifeng [1 ]
机构：
[1] Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
来源：
ORGANIC LETTERS | 2011年 / 13卷 / 07期
关键词：
CROSS-COUPLING REACTIONS; SUZUKI-MIYAURA; C-N; OXIDATIVE ADDITION; DIRECT ARYLATIONS; TOSYLATES; MESYLATES; CHLORIDES; ARENESULFONATES; INDOLES;
D O I：
10.1021/ol200267b
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A nickel complex derived from dppf, along with NaOt-Bu as the base, allowed for challenging aminations of aryl sulfamates. An improved functional group tolerance is observed in novel palladium-catalyzed aminations of imidazolylsulfonates with rac-BINAP as the ligand.
引用
收藏
页码：1784 / 1786
页数：3
相关论文
共 51 条
  • [31] The first general palladium catalyst for the Suzuki-Miyaura and carbonyl enolate coupling of aryl arenesulfonates
    Nguyen, HN
    Huang, XH
    Buchwald, SL
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (39) : 11818 - 11819
  • [32] Suzuki-Miyaura Coupling of Aryl Carbamates, Carbonates, and Sulfamates
    Quasdorf, Kyle W.
    Riener, Michelle
    Petrova, Krastina V.
    Garg, Neil K.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (49) : 17748 - 17749
  • [33] Nickel-Catalyzed Amination of Aryl Sulfamates
    Ramgren, Stephen D.
    Silberstein, Amanda L.
    Yang, Yang
    Garg, Neil K.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (09) : 2171 - 2173
  • [34] Nickel-Catalyzed Cross-Couplings Involving Carbon-Oxygen Bonds
    Rosen, Brad M.
    Quasdorf, Kyle W.
    Wilson, Daniella A.
    Zhang, Na
    Resmerita, Ana-Maria
    Garg, Neil K.
    Percec, Virgil
    [J]. CHEMICAL REVIEWS, 2011, 111 (03) : 1346 - 1416
  • [35] Oxidative addition of aryl tosylates to palladium(0) and coupling of unactivated aryl tosylates at room temperature
    Roy, AH
    Hartwig, JF
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (29) : 8704 - 8705
  • [36] Palladium-catalyzed C-N and C-O coupling - A practical guide from an industrial vantage point
    Schlummer, B
    Scholz, U
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2004, 346 (13-15) : 1599 - 1626
  • [37] Nickel-Catalyzed Amination of Aryl Pivalates by the Cleavage of Aryl C-O Bonds
    Shimasaki, Toshiaki
    Tobisu, Mamoru
    Chatani, Naoto
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (16) : 2929 - 2932
  • [38] Copper-free palladium-catalyzed Sonogashira and Hiyama cross-couplings using aryl imidazol-1-ylsulfonates
    Shirbin, Steven J.
    Boughton, Berin A.
    Zammit, Steven C.
    Zanatta, Shannon D.
    Marcuccio, Sebastian M.
    Hutton, Craig A.
    Williams, Spencer J.
    [J]. TETRAHEDRON LETTERS, 2010, 51 (22) : 2971 - 2974
  • [39] A General Palladium-Catalyzed Suzuki-Miyaura Coupling of Aryl Mesylates
    So, Chau Ming
    Lau, Chak Po
    Kwong, Fuk Yee
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (42) : 8059 - 8063
  • [40] Palladium-catalyzed amination of aryl mesylates
    So, Chau Ming
    Zhou, Zhongyuan
    Lau, Chak Po
    Kwong, Fuk Yee
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (34) : 6402 - 6406
123456