A versatile approach to 3-alkyl and 2,3-dialkylpyrroles

被引：3
|
作者：
Burley, I
Bilic, B
Hewson, AT
Newton, JRA
机构：
[1] Sheffield Hallam Univ, Div Chem, Sheffield S1 1WB, S Yorkshire, England
[2] Sheffield Hallam Univ, Biomed Res Ctr, Sheffield S1 1WB, S Yorkshire, England
来源：
TETRAHEDRON LETTERS | 2000年 / 41卷 / 46期
基金：
英国工程与自然科学研究理事会;
关键词：
pyrrolines; aromatisation; pyrroles; intramolecular Wittig;
D O I：
10.1016/S0040-4039(00)01591-4
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A route is described towards N-benzoyl-3-alkyl and N-benzoyl-2,3-dialkyl pyrroles from alpha -amido-ketones via an intramolecular Wittig reaction to afford 4-phenylthio-3-pyrrolines which are then oxidised to the corresponding sulphones and aromatised by treatment with potassium t-butoxide. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：8969 / 8972
页数：4
相关论文
共 49 条
  • [41] Synthesis of 4-(1,3-dioxo-2,3-dihydro-1H-2-indenyl) substituted 1-benzylpyrrole-3-carboxylates via a tandem four-component reaction
    Alizadeh, Abdolali
    Mokhtari, Javad
    COMPTES RENDUS CHIMIE, 2013, 16 (02) : 105 - 108
  • [42] An efficient approach to 1,2,3-trisubstituted indole via rhodium catalyzed carbene Csp3-H bond insertion
    Shen, Mei-Hua
    Pan, Ying-Peng
    Jia, Zhi-Hong
    Ren, Xin-Tao
    Zhang, Ping
    Xu, Hua-Dong
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (17) : 4851 - 4854
  • [43] A Unified Approach for Divergent Synthesis of Heterocycles via TMSOTf-Catalyzed Formal [3+2] Cycloaddition of Electron-Rich Alkynes
    Chen, Ping
    Cao, Wei
    Li, Xiangqian
    Shi, Dayong
    ADVANCED SYNTHESIS & CATALYSIS, 2021, 363 (20) : 4789 - 4794
  • [44] Multi-Auto-Tandem Reaction to Access Site-Specific Functionalized Tricyclic Furo[3,2-c]coumarins and Naphtho[2,3-b]furan-4,9-diones
    Liu, Xiang
    Wang, Hexiang
    Lin, Dongrong
    Lin, Zhen
    Chen, Qiye
    Zhu, Baofu
    Cao, Hua
    ORGANIC LETTERS, 2025, 27 (17) : 4445 - 4449
  • [45] CH3CO2H-prompted three components tandem reaction: An efficient and practical approach to trisubstituted pyrrolo[1,2-a]pyrazines
    Chu, Xianglong
    Zhang, Zeyuan
    Wang, Congcong
    Chen, Xuan
    Wang, Bin
    Ma, Chen
    TETRAHEDRON, 2017, 73 (51) : 7185 - 7189
  • [46] Green Synthesis of Five-Membered Hetarene N -Oxides: A Designed Approach to the Synthesis of Substituted Chromeno[3,4-c]pyrrole-2-oxides
    Alizadeh, Abdolali
    Rostampoor, Azar
    Hasanpour, Hamidreza
    SYNTHESIS-STUTTGART, 2023, 55 (20): : 3272 - 3280
  • [47] Conformational polymorphs of isobutyl-6-amino-5-cyano-2-methyl-4-phenyl-4H-pyran-3-carboxylate: spectroscopic, structural and DFT approach
    Prasad, A. Aditya
    Kumar, C. Udhaya
    Prakasam, B. Arul
    Meenakshisundaram, S. P.
    ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE CRYSTAL ENGINEERING AND MATERIALS, 2016, 72 : 301 - 309
  • [48] An efficient synthesis of functionalized tetrahydro-1H-indeno[2,1-c]pyridine derivatives by a PPh3-promoted condensation reaction between acetylene esters and 1,3-dioxo-N-aryl-2,3-dihydro-1H-indene-2-carboxamides
    Mosslemin, Mohammad Hossein
    Shams, Nasim
    Esteghamat, Hossein
    Anaraki-Ardakani, Hossein
    CHINESE CHEMICAL LETTERS, 2013, 24 (12) : 1095 - 1098
  • [49] Catalyst-Free Domino Reaction of 1-Acryloyl-1-N-arylcarbamyl-cyclopropanes with Amines: One-Pot Approach to 2,3,6,7-Tetrahydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-ones
    Zhang, Zhiguo
    Zhang, Feisong
    Wang, Huanhuan
    Wu, Hao
    Duan, Xinyu
    Liu, Qingfeng
    Liu, Tongxin
    Zhang, Guisheng
    ADVANCED SYNTHESIS & CATALYSIS, 2015, 357 (12) : 2681 - 2686
12345