Organocatalytic multicomponent synthesis of polysubstituted pyrroles from 1,2-diones, aldehydes and arylamines

被引:39
作者
Zheng, Yin [1 ]
Wang, Youming [1 ]
Zhou, Zhenghong [1 ]
机构
[1] Nankai Univ, Inst & State Key Lab Elementoorgan Chem, Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 300071, Peoples R China
基金
中国国家自然科学基金;
关键词
INTRAMOLECULAR MICHAEL ADDITION; STEREOCONTROLLED CONSTRUCTION; CYCLIZATION REACTION; CHEMOSELECTIVE SYNTHESIS; EFFICIENT SYNTHESIS; TERMINAL ALKYNES; DOMINO REACTION; DERIVATIVES; MALONONITRILE; CYCLOADDITION;
D O I
10.1039/c5cc05624a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We have developed an organocatalyzed three-component reaction of 1,2-diones, aldehydes and arylamines, which provides an efficient approach to access polysubstituted pyrroles. In the catalysis of 4-methylbenzenesulfonic acid monohydrate, the reactions of a wide range of 1,2-diones, arylamines and aldehydes took place smoothly to generate the corresponding polysubstituted pyrroles in acceptable to good yields under mild reaction conditions.
引用
收藏
页码:16652 / 16655
页数:4
相关论文
共 50 条
  • [41] Copper-Catalyzed Synthesis of Polysubstituted Pyrroles through [3+1+1] Cycloaddition Reaction of Nitrones and Isocyanides
    Tian, Zhuang
    Xu, Jiaojiao
    Liu, Bingxin
    Tan, Qitao
    Xu, Bin
    ORGANIC LETTERS, 2018, 20 (09) : 2603 - 2606
  • [42] BrØnsted acid-promoted synthesis of polysubstituted pyrroles from enamines/imines and diazopyruvates: A metal-free cascade approach
    Sajjad, Farrukh
    Xu, Ming-Hua
    GREEN SYNTHESIS AND CATALYSIS, 2025, 6 (01): : 86 - 90
  • [43] 1,2-Gold Carbene Transfer Empowers Regioselective Synthesis of Polysubstituted Furans
    Miao, Maozhong
    Xu, Huaping
    Jin, Mengchao
    Chen, Zhengkai
    Xu, Jianfeng
    Ren, Hongjun
    ORGANIC LETTERS, 2018, 20 (10) : 3096 - 3100
  • [44] Acetyl oxime/azirine 1, 3-dipole and strategy for the regioselective synthesis of polysubstituted pyrroles via [3
    Dwivedi, Kartikey Dhar
    Kumar, Bhupender
    Reddy, Marri Sameer
    Borah, Biplob
    Babu, J. Nagendra
    Chowhan, L. Raju
    RESULTS IN CHEMISTRY, 2021, 3
  • [45] Cu(I)-Catalyzed Coupling Reactions of β-Nitrostyrene, 1,3-Dicarbonyl compound & Aryl amine: An Efficient Method For the Synthesis of Polysubstituted Pyrroles
    Samal, Kanyanjali
    Pati, Anita
    CHEMISTRYSELECT, 2024, 9 (18):
  • [46] An Efficient Multicomponent Synthesis of Polysubstituted Pyrrolidines and Tetrahydropyrimidines Starting Directly from Nitro Compounds in Water
    Das, Biswanath
    Shinde, Digambar Balaji
    Kanth, Boddu Shashi
    Satyalakshmi, Gandham
    SYNTHESIS-STUTTGART, 2010, (16): : 2823 - 2827
  • [47] One-Pot Electro-Oxidative Annulation Reactions: Synthesis of Polysubstituted Pyrroles from Anilines and Alkynoates
    Shi, Guang
    Sun, Jie
    Chen, Zhiwei
    CHEMISTRYSELECT, 2021, 6 (44): : 12342 - 12345
  • [48] An Expedient Synthesis of Pyrrolo[3,2,1-ij]quinoline-1,2-diones via Intramolecular Friedel-Crafts Cyclization Protocol
    Moon, Hye Ran
    Kim, Su Yeon
    Lim, Jin Woo
    Kim, Jae Nyoung
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2015, 36 (11) : 2773 - 2776
  • [49] Efficient Synthesis of Polysubstituted Pyrroles Based on [3+2] Cycloaddition Strategy Utilizing [1,2]-Phospha-Brook Rearrangement under BrOnsted Base Catalysis
    Kondoh, Azusa
    Iino, Akio
    Ishikawa, Sho
    Aoki, Takuma
    Terada, Masahiro
    CHEMISTRY-A EUROPEAN JOURNAL, 2018, 24 (57) : 15246 - 15253
  • [50] Tandem Synthesis of 3,4-Disubstituted Pyrroles from Aldehydes, 1,3-Diketones and TosMIC Under Metal-Free Conditions
    Manasa, Kesari Lakshmi
    Sastry, Kasinathuni Naga Visweswara
    Tangella, Yellaiah
    Babu, Bathini Nagendra
    CHEMISTRYSELECT, 2018, 3 (10): : 2730 - 2733