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
  • [1] Copper-Catalyzed Synthesis of β-Alkynyl Ketones from Propargylic Alcohols and Enamides
    Wang, Yucheng
    Wang, Bo
    Ren, Zhihui
    Guan, Zheng-Hui
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2023, 12 (03)
  • [2] Copper-Catalyzed Synthesis of Alkynyl Hydrazones from Alkynes and Hydrazonyl Chlorides
    Yavari, Issa
    Nematpour, Manijeh
    Yavari, Sima
    Sadeghizadeh, Fatemeh
    HELVETICA CHIMICA ACTA, 2014, 97 (08) : 1136 - 1139
  • [3] Copper-catalyzed decarboxylation/cycloaddition cascade of alkynyl carboxylic acids with azide
    Shang, Jia-Qi
    Fu, Hong
    Li, Yi
    Yang, Tao
    Gao, Chuanzhu
    Li, Ya-Min
    TETRAHEDRON, 2019, 75 (02) : 253 - 259
  • [4] Synthesis of 6-Alkynyl-6-hydroxyindoloquinazolinone Scaffolds via Copper-Catalyzed Alkynylation of Tryptanthrins
    Guo, Yu
    Ahmed, Ebrahim-Alkhalil M. A.
    Liu, Hongxin
    Li, Xinhua
    Li, Juan
    Ma, De-Kun
    Xiao, Hong-Ping
    Jiang, Jun
    SYNLETT, 2021, 32 (14) : 1428 - 1432
  • [5] Copper-catalyzed fluoroalkylation of alkynes, and alkynyl & vinyl carboxylic acids with fluoroalkyl halides
    Ma, Jing-Jing
    Yi, Wen-Bin
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2017, 15 (20) : 4295 - 4299
  • [6] Copper-catalyzed three-component reaction for the synthesis of fluoroalkoxyl imidates
    Wang, Zeng
    Ding, Xinzhi
    Li, Shiwei
    Weng, Zhiqiang
    TETRAHEDRON, 2018, 74 (46) : 6631 - 6634
  • [7] Copper-Catalyzed Decarboxylative Atom Transfer Radical Addition of Iododifluoroacetate to Alkynyl Carboxylic Acids
    Li, Gang
    Cao, Yi-Xuan
    Luo, Chen-Guang
    Su, Yi-Ming
    Li, Yan
    Lan, Quan
    Wang, Xi-Sheng
    ORGANIC LETTERS, 2016, 18 (19) : 4806 - 4809
  • [8] Highly effective copper-catalyzed decarboxylative coupling of aryl halides with alkynyl carboxylic acids
    Qu, Xiaoming
    Li, Tingyi
    Sun, Peng
    Zhu, Yan
    Yang, Hailong
    Mao, Jincheng
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2011, 9 (20) : 6938 - 6942
  • [9] Transmetalation of Alkylzirconocenes in Copper-Catalyzed Alkyl-Alkynyl Cross-Coupling Reactions
    Indukuri, Kiran
    Riant, Olivier
    ADVANCED SYNTHESIS & CATALYSIS, 2017, 359 (14) : 2425 - 2433
  • [10] Copper-Catalyzed Decarboxylative Cycloaddition of Alkynyl Carboxylic Acids and Sodium Azide with Epoxides and Ethers
    Beukeaw, Danupat
    Yotphan, Sirilata
    CHEMISTRYSELECT, 2021, 6 (36): : 9632 - 9636