Synthesis of polysubstituted pyrroles via Ag(I)-mediated conjugate addition and cyclization reaction of terminal alkynes with amines

被引：23
|
作者：
Chong, Qinglei [1 ]
Xin, Xiaoyi [1 ]
Wang, Chunxiang [1 ]
Wu, Fan [1 ]
Wan, Boshun [1 ]
机构：
[1] Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
来源：
TETRAHEDRON | 2014年 / 70卷 / 02期
基金：
中国国家自然科学基金;
关键词：
Polysubstituted pyrroles; Ag(l)-mediated; Conjugate addition; Cyclization; STEREOSELECTIVE-SYNTHESIS; REGIOSELECTIVE SYNTHESIS; CATALYZED REACTION; MEDIATED SYNTHESIS; FACILE; HYDROAMINATION; ALKALOIDS; ACID; ALPHA; OMEGA-DIYNES; ACRYLATES;
D O I：
10.1016/j.tet.2013.11.020
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A Ag(I)-mediated conjugate addition and cyclization reaction of terminal alkynes with amines has been developed. Highly substituted pyrrole derivatives were obtained with good yields. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码：490 / 494
页数：5
相关论文
共 50 条
  • [1] Synthesis of Tetrasubstituted NH Pyrroles and Polysubstituted Furans via an Addition and Cyclization Strategy
    Li, Liang
    Zhao, Mi-Na
    Ren, Zhi-Hui
    Li, Jianli
    Guan, Zheng-Hui
    SYNTHESIS-STUTTGART, 2012, 44 (04): : 532 - 540
  • [2] Synthesis of functionalized 2-pyridones via Michael addition and cyclization reaction of amines, alkynes and dialkyl acetylene dicarboxylates
    Chong, Qinglei
    Xin, Xiaoyi
    Wang, Chunxiang
    Wu, Fan
    Wan, Boshun
    RSC ADVANCES, 2013, 3 (44) : 21222 - 21226
  • [3] DBU-promoted tandem Michael-addition/cyclization for the synthesis of polysubstituted pyrroles
    Yang, Tianyu
    Wang, Ke-Hu
    Huang, Danfeng
    Li, Pengfei
    Deng, Zhoubin
    Su, Yinpeng
    Hu, Yulai
    TETRAHEDRON, 2019, 75 (15) : 2291 - 2297
  • [4] Metal-Free Synthesis of Polysubstituted Pyrroles by (Diacetoxyiodo)Benzene-Mediated Cascade Reaction of 3-Alkynyl Amines
    Mo, Dong-Liang
    Ding, Chang-Hua
    Dai, Li-Xin
    Hou, Xue-Long
    CHEMISTRY-AN ASIAN JOURNAL, 2011, 6 (12) : 3200 - 3204
  • [5] Enantioselective Zinc-Mediated Conjugate Addition of Terminal Alkynes to Enones
    Blay, Gonzalo
    Cardona, Luz
    Pedro, Jose R.
    Sanz-Marco, Amparo
    CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (41) : 12966 - 12969
  • [6] Highly Efficient Synthesis of Polysubstituted Pyrroles via Four-Component Domino Reaction
    Feng, Xian
    Wang, Qian
    Lin, Wei
    Dou, Guo-Lan
    Huang, Zhi-Bin
    Shi, Da-Qing
    ORGANIC LETTERS, 2013, 15 (10) : 2542 - 2545
  • [7] Assembly of Polysubstituted Maleimides via Palladium-Catalyzed Cyclization Reaction of Alkynes with Isocyanides
    Hu, Weigao
    Zheng, Jia
    Li, Jianxiao
    Liu, Bifu
    Wu, Wanqing
    Liu, Haiyang
    Jiang, Huanfeng
    JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (24) : 12451 - 12458
  • [8] Synthesis of quinolines via sequential addition and I2-mediated desulfurative cyclization
    Yang, Mingming
    Jian, Yajun
    Zhang, Weiqiang
    Sun, Huaming
    Zhang, Guofang
    Wang, Yanyan
    Gao, Ziwei
    RSC ADVANCES, 2021, 11 (61) : 38889 - 38893
  • [9] Tandem Synthesis of Polysubstituted Pyrroles via Cu(I)-Catalyzed Cyclization of Ketene N,S-Acetals with β-Ketodinitriles
    Sharma, Anup Kumar
    Kumar, Mahesh
    Chand, Shiv
    Singh, Krishna Nand
    JOURNAL OF ORGANIC CHEMISTRY, 2025, : 3981 - 3988
  • [10] Synthesis of Polysubstituted Pyrroles from Activated Alkynes and N-Propargylamines through Base-Catalyzed Cascade Reaction
    Weng, Jianquan
    Chen, Yong
    Yue, Binjie
    Xu, Meng
    Jin, Hongwei
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 2015 (14) : 3164 - 3170
12345