Palladium-catalyzed one-pot cycloaddition reactions of thioureas with 3H-indol-3-ones generated in situ from 2-alkynyl arylazides: rapid and efficient access to imidazoloindolines

被引：16
作者：
Li, Ping [1 ]
Zhu, Boyu [1 ]
Xu, Yao [1 ]
Zhou, Zhiqiang [1 ]
Hu, Guiwen [1 ]
Yang, Fan [1 ]
Xu, Shijie [1 ]
Zhang, Xiaoxiang [1 ]
机构：
[1] Nanjing Forestry Univ, Coll Chem Engn, Coinnovat Ctr Efficient Proc & Utilizat Forest Pr, Nanjing 210037, Peoples R China
来源：
ORGANIC CHEMISTRY FRONTIERS | 2020年 / 7卷 / 21期
基金：
中国国家自然科学基金;
关键词：
CYCLIC C-ACYLIMINES; DIELS-ALDER REACTION; REDUCTIVE ACYLATION; CASCADE CYCLIZATION; FACILE SYNTHESIS; INDOLES; MIGRATION; 2-ARYL-3H-INDOL-3-ONES; 1H-INDOLE-3-SULFONATES; 6-SULFONYLINDOLES;
D O I：
10.1039/d0qo00799d
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel and efficient palladium-catalyzed one-pot synthesis of imidazoloindolines from 2-alkynyl arylazides under mild reaction conditions has been described. This method features wide substrate applicability, resistance of water and air and excellent yields.
引用
收藏
页码：3480 / 3485
页数：6
相关论文
共 66 条
  • [61] Gold-Catalyzed One-Step Construction of 2,3-Dihydro-1H-Pyrrolizines with an Electron-Withdrawing group in the 5-position: A Formal Synthesis of 7-Methoxymitosene
    Yan, Ze-Yi
    Xiao, Yuanjing
    Zhang, Liming
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (34) : 8624 - 8627
  • [62] Base-Catalyzed Cyclization of N-Sulfonyl Propargylamides to Sulfonylmethyl-Substituted Oxazoles via Sulfonyl Migration
    Yu, Xinzhang
    Xin, Xiaoyi
    Wan, Boshun
    Li, Xingwei
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (10) : 4895 - 4904
  • [63] Axially Chiral Cyclic Phosphoric Acid Enabled Enantioselective Sequential Additions
    Yuan, Xi
    Wu, Xudong
    Zhang, Pengxiang
    Peng, Fei
    Liu, Can
    Yang, Haijun
    Zhu, Changjin
    Fu, Hua
    [J]. ORGANIC LETTERS, 2019, 21 (08) : 2498 - 2503
  • [64] A review on recent developments of indole-containing antiviral agents
    Zhang, Ming-Zhi
    Chen, Qiong
    Yang, Guang-Fu
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2015, 89 : 421 - 441
  • [65] Palladium-Catalyzed One-Pot Synthesis of via 1H-indole-3-sulfonates Generated in Situ from 2-Alkynyl Arylazides and Sulfonic Acids
    Zhang, Xiaoxiang
    Li, Ping
    Lyu, Chang
    Yong, Wanxiong
    Li, Jing
    Pan, Xinyu
    Zhu, Xinbao
    Rao, Weidong
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2017, 359 (23) : 4147 - 4152
  • [66] Synthesis of 1H-indole-3-sulfonates via palladium-catalyzed tandem reactions of 2-alkynyl arylazides with sulfonic acids
    Zhang, Xiaoxiang
    Li, Ping
    Lyu, Chang
    Yong, Wanxiong
    Li, Jing
    Zhu, Xinbao
    Rao, Weidong
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2017, 15 (29) : 6080 - 6083
1234567