A novel copper-catalyzed synthesis of functionalized alkynyl imidates and alkynyl thioimidates

被引:5
|
作者
Yavari, Issa [1 ]
Nematpour, Manijeh [1 ]
机构
[1] Tarbiat Modares Univ, Dept Chem, Tehran, Iran
关键词
Cross-coupling; Alkynyl imidates; Alkynyl thioimidates; Copper iodide; Trichloroimidates; Terminal alkynes;
D O I
10.1016/j.tetlet.2013.07.029
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A copper-catalyzed one-pot synthesis of alkynyl imidates and alkynyl thioimidates via coupling reactions of terminal alkynes with trichloroimidates, generated in situ from trichloroacetonitrile and benzyl alcohols or thiols, is reported. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4973 / 4974
页数:2
相关论文
共 50 条
  • [41] A New Strategy for the Synthesis of Chiral β-Alkynyl Esters via Sequential Palladium and Copper Catalysis
    Trost, Barry M.
    Taft, Benjamin R.
    Masters, James T.
    Lumb, Jean-Philip
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (22) : 8502 - 8505
  • [42] Regio- and Stereoselective Synthesis of Cyclic Imidates via Electrophilic Cyclization of 2-(1-Alkynyl)benzamides. A Correction
    Mehta, Saurabh
    Yao, Tuanli
    Larock, Richard C.
    JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (23) : 10938 - 10944
  • [43] Controlling alkyne reactivity by means of a copper-catalyzed radical reaction system for the synthesis of functionalized quaternary carbons
    Hirata, Goki
    Yamane, Yu
    Tsubaki, Naoya
    Hara, Reina
    Nishikata, Takashi
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2020, 16 : 502 - 508
  • [44] Palladium-catalyzed decarboxylative aminocarbonylation with alkynoic acid and tertiary amine for the synthesis of alkynyl amide
    Idris, Muhammad Aliyu
    Kim, Myungjin
    Kim, Jeung Gon
    Lee, Sunwoo
    TETRAHEDRON, 2019, 75 (31) : 4130 - 4137
  • [45] Copper(I)-mediated oxidative cross-coupling between functionalized alkynyl lithium and aryl magnesium reagents
    Dubbaka, Srinivas Reddy
    Kienle, Marcel
    Mayr, Herbert
    Knochel, Paul
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (47) : 9093 - 9096
  • [46] Nickel-catalyzed cyclization of alkynyl nitriles with isocyanide: An expedient way to the synthesis of polysubstituted pyrroles
    Yang, Yanhao
    Gao, Zhao
    Zhou, Bingwei
    TETRAHEDRON LETTERS, 2024, 146
  • [47] Synthesis of Aryldifluoroamides by Copper-Catalyzed Cross-Coupling
    Arlow, Sophie I.
    Hartwig, John F.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (14) : 4567 - 4572
  • [48] A copper-catalyzed multicomponent reaction for the synthesis of thioamide skeletons
    Khalaj, Mehdi
    MONATSHEFTE FUR CHEMIE, 2020, 151 (01): : 79 - 85
  • [49] Copper-catalyzed one-pot synthesis of alkynylphophonates
    Song, Wang-Ze
    Li, Jun-Hao
    Li, Ming
    He, Jun-Nan
    Dong, Kun
    Ullah, Karim
    Zheng, Yu-Bin
    SYNTHETIC COMMUNICATIONS, 2019, 49 (05) : 697 - 703
  • [50] Photoredox/Nickel-Catalyzed Cross-Coupling of Alkynyl Bromides and α-Silylamines for the Synthesis of Propynylamines
    Ye, Fu
    Gao, Wei
    Liu, Peiwen
    Yuan, Weiming
    CHEMCATCHEM, 2025, 17 (08)