Formation of N-sulfonylamidines by copper-catalyzed coupling of sulfonyl azides, terminal alkynes, and trialkylamines

被引:40
作者
Yavari, Issa [1 ]
Ahmadian, Salome [1 ]
Ghazanfarpur-Darjani, Majid [1 ]
Solgi, Yazdan [1 ]
机构
[1] Tarbiat Modares Univ, Dept Chem, Tehran, Iran
关键词
Terminal alkyne; Trialkylamine; Sulfonyl azide; Copper catalyst; N-Sulfonylamidine; AMIDINES; AMIDES;
D O I
10.1016/j.tetlet.2010.11.135
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A copper-catalyzed synthesis of N-sulfonylamidines via three-component coupling of sulfonyl azides, terminal alkynes, and trialkylamines is reported. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:668 / 670
页数:3
相关论文
共 16 条
  • [1] Highly efficient one-pot synthesis of N-sulfonylamidines by Cu-catalyzed three-component coupling of sulfonyl azide, alkyne, and amine
    Bae, I
    Han, H
    Chang, S
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (07) : 2038 - 2039
  • [2] THE COORDINATION CHEMISTRY OF THE AMIDINE LIGAND
    BARKER, J
    KILNER, M
    [J]. COORDINATION CHEMISTRY REVIEWS, 1994, 133 : 219 - 300
  • [3] Boyd G. V., 1991, CHEM AMIDINES IMIDAT, V2
  • [4] Practical synthesis of amides from in situ generated copper(I) acetylides and sulfonyl azides
    Cassidy, Michael P.
    Raushel, Jessica
    Fokin, Valery V.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (19) : 3154 - 3157
  • [5] Copper-catalyzed hydrative amide synthesis with terminal alkyne, sulfonyl azide, and water
    Cho, SH
    Yoo, EJ
    Bae, L
    Chang, S
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (46) : 16046 - 16047
  • [6] Phosphoryl azides as versatile new reaction partners in the Cu-catalyzed three-component couplings
    Kim, Seok Hwan
    Jung, Doo Young
    Chang, Sukbok
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (25) : 9769 - 9771
  • [7] An efficient synthesis of bicyclic amidines by intramolecular cyclization
    Kumagai, N
    Matsunaga, S
    Shibasaki, M
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (04) : 478 - 482
  • [8] A new mild method for the synthesis of amidines
    Lange, UEW
    Schäfer, B
    Baucke, D
    Buschmann, E
    Mack, H
    [J]. TETRAHEDRON LETTERS, 1999, 40 (39) : 7067 - 7070
  • [9] Catalyzed Imidation of Tertiary Amines by Simple Copper Salts
    Liu, Nan
    Tang, Bo-Yang
    Chen, Yue
    He, Ling
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 2009 (13) : 2059 - 2062
  • [10] Cu-catalyzed azide-alkyne cycloaddition
    Meldal, Morten
    Tornoe, Christian Wenzel
    [J]. CHEMICAL REVIEWS, 2008, 108 (08) : 2952 - 3015