Microwave-assisted iridium-catalyzed [2+2+2] cycloaddition of resin-bound dipropargylamine with alkynes

被引：21
|
作者：
Shanmugasundaram, Muthian [1 ]
Aguirre, Ana Luisa [1 ]
Leyva, Melissa [1 ]
Quan, Belli [1 ]
Martinez, Luis E. [1 ]
机构：
[1] Univ Texas, Dept Chem, El Paso, TX 79968 USA
来源：
TETRAHEDRON LETTERS | 2007年 / 48卷 / 43期
基金：
美国国家卫生研究院;
关键词：
solid-phase synthesis; microwave; cycloaddition; isoindolines;
D O I：
10.1016/j.tetlet.2007.08.073
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The [Ir(COD)Cl](2)/dppe system effectively catalyzes the solid-phase [2+2+2] cycloaddition of resin-bound dipropargylamine with alkynes under microwave conditions. The reaction results in high purity of isoindoline derivatives with moderate yields. (C) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码：7698 / 7701
页数：4
相关论文
共 50 条
  • [11] Nickel-Catalyzed, Directing-Group-Assisted [2+2+2] Cycloaddition of Imine and Alkynes
    Adak, Laksmikanta
    Chan, Wei Chuen
    Yoshikai, Naohiko
    CHEMISTRY-AN ASIAN JOURNAL, 2011, 6 (02) : 359 - 362
  • [12] Iridium complex-catalyzed [2+2+2] cycloaddition of α,ω-diynes with monoalkynes:: a new and efficient catalyst for cyclotrimerization of alkynes
    Takeuchi, R
    Tanaka, S
    Nakaya, Y
    TETRAHEDRON LETTERS, 2001, 42 (16) : 2991 - 2994
  • [13] Rhodium-catalyzed [2+2+2] cycloaddition of alkenyl isocyanates and alkynes
    Yu, RT
    Rovis, T
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (09) : 2782 - 2783
  • [14] Nickel-catalyzed [2+2+2] cycloaddition of two alkynes and an imine
    Ogoshi, Sensuke
    Ikeda, Haruo
    Kurosawa, Hideo
    PURE AND APPLIED CHEMISTRY, 2008, 80 (05) : 1115 - 1125
  • [15] Ruthenium-catalyzed [2+2+2] cycloaddition of three different alkynes
    Ura, Y
    Sato, Y
    Tsujita, H
    Kondo, T
    Imachi, M
    Mitsudo, TA
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2005, 239 (1-2) : 166 - 171
  • [16] Nickel-Catalyzed Regioselective [2+2+2] Cycloaddition of Carboryne with Alkynes
    Qiu, Zaozao
    Wang, Sunewang R.
    Xie, Zuowei
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (27) : 4649 - 4652
  • [17] Ni-catalyzed enantioselective [2+2+2] cycloaddition of malononitriles with alkynes
    Cai, Jinhui
    Bai, Li-Gang
    Zhang, Yiliang
    Wang, Zhen-Kai
    Yao, Fei
    Peng, Jin-Huang
    Yan, Wei
    Wang, Yan
    Zheng, Chao
    Liu, Wen-Bo
    CHEM, 2021, 7 (03): : 799 - 811
  • [18] Iridium-catalyzed consecutive and enantio selective [2+2+2] cycloaddition of tetraynes and hexaynes for the construction of an axially chiral biaryl system
    Shibata, Takanori
    Yoshida, Shiho
    Arai, Yoshikazu
    Otsuka, Maiko
    Endo, Kohei
    TETRAHEDRON, 2008, 64 (05) : 821 - 830
  • [19] Microwave-assisted solid-phase [2+2+2] cycloaddition: A facile entry to isoindolle derivatives
    Muthian, S
    Martinez, LE
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 230 : U3382 - U3382
  • [20] Microwave-Assisted Iridium-Catalyzed Synthesis of Nicotine and Anabasine Derivatives
    Apsunde, Tushar Dattu
    Trudell, Mark L.
    SYNTHESIS-STUTTGART, 2013, 45 (15): : 2120 - 2124
12345