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
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
  • [41] Copper-Catalyzed Domino Addition-Cyclization Reaction between Terminal Alkynes, Carbon Disulfide, and Oxiranes
    Ghazanfarpour-Darjani, Majid
    Babapour-Kooshalshahi, Mahboobeh
    Mousavi-Safavi, Seyed Mahmoud
    Akbari-Neyestani, Jafar
    Khalaj, Mehdi
    SYNLETT, 2016, 27 (02) : 259 - 261
  • [42] Synthesis of 1-pyrroline derivatives via cyclization of terminal alkynes with 2-azaallyls
    Zi, Quanxing
    Cong, Jielun
    Li, Lun
    Yin, Meng
    Zhao, Jingfeng
    Li, Liang
    Yang, Xiaodong
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2022, 20 (14) : 2843 - 2851
  • [43] One-Pot Synthesis of Polysubstituted Indoles via the Indium-Promoted Regioselective Hydrohydrazination of Terminal Alkynes
    Sakai, Norio
    Yokoyama, Takahiro
    Ishida, Kento
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2025, 14 (03)
  • [44] One-Pot Synthesis of Polysubstituted Pyrroles via Sequential Ketenimine Formation/Ag(I)-Catalyzed Alkyne Cycloisomerisation Starting from Ylide Adducts
    Xiong, Jun
    Mu, Zhi-Ying
    Yao, Gang
    Zhang, Jia-An
    Feng, Qi-Xun
    He, Hui-Ting
    Pang, Yong-Long
    Shi, Hang
    Ding, Ming-Wu
    CHINESE JOURNAL OF CHEMISTRY, 2021, 39 (06) : 1553 - 1557
  • [45] Synthesis of Polysubstituted Pyrroles via PhI(OAc)2-Mediated Oxidative Coupling of Enamine Esters and Ketones
    Wang, Jun-Yan
    Liu, Su-Ping
    Yu, Wei
    SYNLETT, 2009, (15) : 2529 - 2533
  • [46] Electrochemical synthesis of 1,2,3-trisubstituted pyrroles from β-dicarbonyl compounds, aldehydes and amines via radical addition reaction
    Chen, Wei-Jin
    Yuan, Gao-Qing
    TETRAHEDRON LETTERS, 2022, 90
  • [47] Highly Regioselective Synthesis of Polysubstituted Tetrahydroquinolines by an Iodine-Induced Tandem Cyclization Reaction from Propargylic Alcohols and Amines
    Ye, Yu-Ying
    Zhao, Lian-Biao
    Zhao, Shu-Chun
    Yang, Fang
    Liu, Xue-Yuan
    Liang, Yong-Min
    CHEMISTRY-AN ASIAN JOURNAL, 2012, 7 (09) : 2014 - 2018
  • [48] Synthesis of propargyl silanes from terminal alkynes via a migratory Sonogashira reaction
    Purins, Mikus
    Eichenberger, Lucas
    Waser, Jerome
    CHEMICAL COMMUNICATIONS, 2023, 59 (51) : 7931 - 7934
  • [49] Synthesis of β,β-Disubstituted lndanones via the Pd-Catalyzed Tandem Conjugate Addition/Cyclization Reaction of Arylboronic Acids with α,β-Unsaturated Esters
    Gao, Ang
    Liu, Xiu-Yan
    Li, Hao
    Ding, Chang-Hua
    Hou, Xue-Long
    JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (19): : 9988 - 9994
  • [50] Divergent Synthesis of Quinolones and Dihydroepindolidiones via Cu(I)-Catalyzed Cyclization of Anilines with Alkynes
    Xu, Xuefeng
    Sun, Ruzhong
    Zhang, Sheng
    Zhang, Xu
    Yi, Wei
    ORGANIC LETTERS, 2018, 20 (07) : 1893 - 1897