General and regioselective synthesis of pyrroles via ruthenium-catalyzed multicomponent reactions

被引：0
|
作者：
机构：
[1] Zhang, Min
[2] Fang, Xianjie
[3] Neumann, Helfried
[4] Beller, Matthias
来源：
Beller, M. (matthias.beller@catalysis.de) | 1600年 / American Chemical Society卷 / 135期
关键词：
A general and highly regioselective synthesis of pyrroles via ruthenium-catalyzed three-component reactions has been developed. A variety of ketones including less reactive aryl and alkyl substrates were efficiently converted in combination with different type of amines and vicinal diols into various substituted pyrroles in reasonable to excellent isolated yields. Additionally; α-functionalized ketones gave synthetically interesting amido-; alkoxy-; aryloxy-; and phosphate-substituted pyrroles in a straightforward manner. The synthetic protocol proceeds in the presence of a commercially available ruthenium catalyst system and catalytic amount of base. It proceeds with high atom-efficiency and shows a broad substrate scope and functional group tolerance; making it a highly practical approach for preparation of various pyrrole derivatives. © 2013 American Chemical Society;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
Journal article (JA)
引用
收藏
相关论文
共 50 条
  • [1] General and Regioselective Synthesis of Pyrroles via Ruthenium-Catalyzed Multicomponent Reactions
    Zhang, Min
    Fang, Xianjie
    Neumann, Helfried
    Beller, Matthias
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (30) : 11384 - 11388
  • [2] Multicomponent reactions in PEG-400: ruthenium-catalyzed synthesis of substituted pyrroles
    Chandrasekhar, Srivari
    Patro, Vidyavathi
    Chavan, Lahu N.
    Chegondi, Rambahu
    Gree, Rene
    TETRAHEDRON LETTERS, 2014, 55 (43) : 5932 - 5935
  • [3] An Overview of Ruthenium-Catalyzed Multicomponent Reactions
    Saranya, Padinjare Veetil
    Neetha, Mohan
    Afsina, C. M. A.
    Anilkumar, Gopinathan
    CURRENT ORGANIC CHEMISTRY, 2022, 26 (12) : 1119 - 1148
  • [4] Synthesis of pyrroles via ruthenium-catalyzed nitrogen-transfer [2
    Matsui, Kazuma
    Shibuya, Masatoshi
    Yamamoto, Yoshihiko
    COMMUNICATIONS CHEMISTRY, 2018, 1
  • [5] Ruthenium-catalyzed regioselective synthesis of dienol diesters
    Kabouche, A
    Kabouche, Z
    Bruneau, C
    Dixneuf, PH
    JOURNAL OF CHEMICAL RESEARCH-S, 1999, (04): : 249 - +
  • [6] Ruthenium-catalyzed reactions for organic synthesis
    Naota, T
    Takaya, H
    Murahashi, SI
    CHEMICAL REVIEWS, 1998, 98 (07) : 2599 - 2660
  • [7] Highly Regioselective Synthesis of Substituted Isoindolinones via Ruthenium-Catalyzed Alkyne Cyclotrimerizations
    Foster, Robert W.
    Tame, Christopher J.
    Hailes, Helen C.
    Sheppard, Tom D.
    ADVANCED SYNTHESIS & CATALYSIS, 2013, 355 (11-12) : 2353 - 2360
  • [8] Selective Ruthenium-Catalyzed Three-Component Synthesis of Pyrroles
    Zhang, Min
    Neumann, Helfried
    Beller, Matthias
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (02) : 597 - 601
  • [9] A general ruthenium-catalyzed synthesis of aromatic Amines
    Hollmann, Dirk
    Baehn, Sebastian
    Tillack, Annegret
    Beller, Matthias
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (43) : 8291 - 8294
  • [10] Ruthenium-Catalyzed α-Regioselective Hydroboration of Allenes
    Tan, Yun-Xuan
    Li, Shijia
    Chen, Liang
    Huang, Jing
    Zhang, Chaoshen
    Song, Lijuan
    Zhang, Xinhao
    Wu, Yun-Dong
    Sun, Jianwei
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2025, 64 (08)
12345