Three-component synthesis of α-indole-β-sulfonyl tetrahydrofurans under metal-free conditions

被引:1
|
作者
Xu, Haopeng
Pi, Chao [1 ]
Wu, Yangjie
Cui, Xiuling [1 ]
机构
[1] Zhengzhou Univ, Coll Chem, Zhengzhou 450052, Peoples R China
关键词
C-H FUNCTIONALIZATION; HIGHLY SUBSTITUTED TETRAHYDROFURANS; STEREOSELECTIVE-SYNTHESIS; DIRECT ARYLATION; SATURATED HETEROCYCLES; ETHERS; CARBON; CARBOETHERIFICATION; CYCLIZATIONS; AMINATION;
D O I
10.1039/d1nj05749a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient multi-component reaction has been developed for the synthesis of 2,3-disubstituted tetrahydrofurans in a "one pot" manner, starting from readily available 2-arylindoles, arylsulfonyl azides, and tetrahydrofuran under simple and easily operated reaction conditions. This process provides a wide array of alpha-indole-beta-sulfonyl tetrahydrofurans in good yields with excellent selectivity, avoiding the use of various additives and transition metals as catalysts.
引用
收藏
页码:2239 / 2244
页数:6
相关论文
共 50 条
  • [1] Chemoselective three-component synthesis of α-carbolines under metal-free conditions
    Feng, Wei
    Zhang, Chao
    Zhou, Xinlin
    You, Kuiyi
    Deng, Guo-Jun
    Chen, Shanping
    ORGANIC CHEMISTRY FRONTIERS, 2023, 10 (21) : 5457 - 5462
  • [2] Three-component synthesis of 2-heteroarylbenzothiazoles under metal-free conditions
    Li, Guozheng
    Xie, Hao
    Chen, Jinjin
    Guo, Yanjun
    Deng, Guo-Jun
    GREEN CHEMISTRY, 2017, 19 (17) : 4043 - 4047
  • [3] Synthesis of N-sulfonylamidines via three-component reaction of proline, aldehydes, and sulfonyl azides under metal-free conditions
    Fattaneh Mohammadpour
    Arash Ghaderi
    Monatshefte für Chemie - Chemical Monthly, 2022, 153 : 487 - 494
  • [4] Synthesis of N-sulfonylamidines via three-component reaction of proline, aldehydes, and sulfonyl azides under metal-free conditions
    Mohammadpour, Fattaneh
    Ghaderi, Arash
    MONATSHEFTE FUR CHEMIE, 2022, 153 (5-6): : 487 - 494
  • [5] A three-component approach to isoxazolines and isoxazoles under metal-free conditions
    Wang, Dahan
    Zhang, Feng
    Xiao, Fuhong
    Deng, Guo-Jun
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2019, 17 (41) : 9163 - 9168
  • [6] A Three-Component Strategy for Benzoselenophene Synthesis under Metal-Free Conditions Using Selenium Powder
    Ni, Penghui
    Tan, Jing
    Zhao, Wenqi
    Huang, Huawen
    Xiao, Fuhong
    Deng, Guo-Jun
    ORGANIC LETTERS, 2019, 21 (10) : 3518 - 3522
  • [7] Three-component selective synthesis of phenothiazines and bis-phenothiazines under metal-free conditions
    Chen, Shanping
    Li, Zhuoqin
    Hu, Kai
    Feng, Wei
    Mao, Guojiang
    Xiao, Fuhong
    Deng, Guo-Jun
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2023, 21 (09) : 1920 - 1926
  • [8] Three-Component Thieno[2,3-b]indole Synthesis from Indoles, Alkenes or Alkynes and Sulfur Powder under Metal-Free Conditions
    Li, Bin
    Ni, Penghui
    Huang, Huawen
    Xiao, Fuhong
    Deng, Guo-Jun
    ADVANCED SYNTHESIS & CATALYSIS, 2017, 359 (24) : 4300 - 4304
  • [9] Metal-Free Three-Component Oxyalkynylation of Alkenes
    Li, Yangshan
    Lu, Ran
    Sun, Shutao
    Liu, Lei
    ORGANIC LETTERS, 2018, 20 (21) : 6836 - 6839
  • [10] Three-Component Metal-Free Arylation of Isocyanides
    Basavanag, Unnamatla M. V.
    Dos Santos, Aurelie
    El Kaim, Laurent
    Gamez-Montano, Rocio
    Grimaud, Laurence
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (28) : 7194 - 7197