Gold(I)-catalyzed domino cyclization for the synthesis of polyaromatic heterocycles

被引：9
|
作者：
Morin, Mathieu [1 ]
Levesque, Patrick [1 ]
Barriault, Louis [1 ]
机构：
[1] Univ Ottawa, Dept Chem, Ctr Catalysis Res & Innovat, Ottawa, ON K1T 1B5, Canada
来源：
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 9卷
基金：
加拿大自然科学与工程研究理事会;
关键词：
GOLD-CATALYZED REACTIONS; CYCLOADDITIONS; ARYLALKYNES; 1,3-ENYNES; CARBENES; ALKENES;
D O I：
10.3762/bjoc.9.297
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Gold(I) complexes have emerged as powerful and useful catalysts for the formation of new C-C, C-O and C-N bonds. Taking advantage of the specificity of [IPrAuNCMe][SbF6] complexes to favor the 5-exo-dig cyclization over the 6-endo-dig pathway, we report a high yielding and efficient method to generate substituted polyaromatic heterocycles under remarkably mild reaction conditions.
引用
收藏
页码：2625 / 2628
页数：4
相关论文
共 50 条
  • [1] Gold(I)-Catalyzed Domino Cyclization for the Synthesis of Tricyclic Chromones
    Li, Zhiqiang
    Li, Qingjiang
    Liu, Guo-Kai
    Chen, Weimin
    Peng, Xiao-Shui
    Wong, Henry N. C.
    [J]. SYNLETT, 2015, 26 (11) : 1461 - 1464
  • [2] Gold(I)-Catalyzed Domino Reaction for Furopyrans Synthesis
    Ruch, Marie
    Brach, Nicolas
    Galea, Romeric
    Wagner, Patrick
    Blond, Gaelle
    [J]. MOLECULES, 2020, 25 (21):
  • [3] Palladium-catalyzed domino carbonylative cyclization to access functionalized heterocycles
    Wang, Jian-Shu
    Zhang, Jiangjie
    Wang, Siqi
    Ying, Jun
    Li, Chuan-Ying
    Wu, Xiao-Feng
    [J]. JOURNAL OF CATALYSIS, 2022, 414 : 313 - 318
  • [4] Palladium-catalyzed domino carbonylative cyclization to access functionalized heterocycles
    Wang, Jian-Shu
    Zhang, Jiangjie
    Wang, Siqi
    Ying, Jun
    Li, Chuan-Ying
    Wu, Xiao-Feng
    [J]. Journal of Catalysis, 2022, 414 : 313 - 318
  • [5] Gold(I) catalyzed boron-nitrogen heterocycles synthesis
    Wang, Qiaoyi
    Shi, Xiaodong
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2013, 246
  • [6] Synthesis of Fused and Linked Bicyclic Nitrogen Heterocycles by Palladium-Catalyzed Domino Cyclization of Propargyl Bromides
    Okano, Akinori
    Tsukamoto, Koji
    Kosaka, Shohei
    Maeda, Hatsuo
    Oishi, Shinya
    Tanaka, Tetsuaki
    Fujii, Nobutaka
    Ohno, Hiroaki
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2010, 16 (28) : 8410 - 8418
  • [7] A New Gold-Catalyzed Domino Cyclization and Oxidative Coupling Reaction
    Wegner, Hermann A.
    Ahles, Sebastian
    Neuburger, Markus
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2008, 14 (36) : 11310 - 11313
  • [8] Synthesis of Triazolo- and Oxadiazolopiperazines by Gold(I)-Catalyzed Domino Cyclization: Application to the Design of a Mitogen Activated Protein (MAP) Kinase Inhibitor
    Yamamoto, Koki
    Yoshikawa, Yasushi
    Ohue, Masahito
    Inuki, Shinsuke
    Ohno, Hiroaki
    Oishi, Shinya
    [J]. ORGANIC LETTERS, 2019, 21 (02) : 373 - 377
  • [9] Direct construction of bicyclic heterocycles by Pd(0)-catalyzed domino cyclization of propargyl bromides
    Okano, Akinori
    Ohno, Hiroaki
    Kosaka, Shohei
    Ohata, Miyo
    Ishihara, Kotaro
    Tsukamoto, Koji
    Maeda, Hatsuo
    Tanaka, Tetsuaki
    Fujii, Nobutaka
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2009, 238
  • [10] Accessing Unsymmetrically Linked Heterocycles through Stereoselective Palladium-Catalyzed Domino Cyclization
    Arora, Ramon
    Rodriguez, Jose F.
    Whyte, Andrew
    Lautens, Mark
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2022, 61 (01)
12345