Synthesis of 2,3,5-substituted pyrrole derivatives

被引:28
|
作者
Ferreira, PMT [1 ]
Maia, HLS [1 ]
Monteiro, LS [1 ]
机构
[1] Univ Minho, Dept Chem, P-4700320 Braga, Portugal
关键词
dehydroalanine; dihydrofuran; pyrrole; dehydroproline;
D O I
10.1016/S0040-4039(02)00810-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2,3,5-Substituted pyrrole derivatives are prepared by treatment of 2,3-dihydrofuran derivatives with trifluoroacetic acid. These in turn are obtained by Michael addition of carbon nucleophiles of the beta-dicarbonyl type to N-(4-toluenesulfonyl)-N-(tert-butyloxycarbonyl)-dehydroalanine methyl ester. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4491 / 4493
页数:3
相关论文
共 50 条
  • [21] STUDIES ON ANTICANDIDA AGENTS WITH A PYRROLE MOIETY - SYNTHESIS AND MICROBIOLOGICAL ACTIVITY OF SOME 3-AMINOMETHYL-1,5-DIARYL-2-METHYL-PYRROLE DERIVATIVES
    CERRETO, F
    VILLA, A
    RETICO, A
    SCALZO, M
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1992, 27 (07) : 701 - 708
  • [22] Synthesis and biological evaluation of pyrrole-2-carboxamide derivatives: oroidin analogues
    Balaram S. Takale
    Neha V. Desai
    Afsar Ali Siddiki
    Hemchandra K. Chaudhari
    Vikas N. Telvekar
    Medicinal Chemistry Research, 2014, 23 : 1387 - 1396
  • [23] Synthesis and Cytotoxicity Evaluation of New 3-substituted 4-(4-methyloxy phenyl)-1H-Pyrrole Derivatives
    Zhan, Xiaoping
    Lan, Lan
    Zhang, Yuankui
    Chen, Jian
    Zhao, Kai
    Wang, Shuai
    Xin, Yuxuan
    Mao, Zhenmin
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2016, 37 (02) : 200 - 206
  • [24] Nucleophilic and electrophilic cyclization of N-alkyne-substituted pyrrole derivatives: Synthesis of pyrrolopyrazinone, pyrrolotriazinone, and pyrrolooxazinone moieties
    Yenice, Isil
    Basceken, Sinan
    Balci, Metin
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2017, 13 : 825 - 834
  • [25] Synthesis of Substituted Pyrrole Derivatives Based on 8-Azaspiro[5.6]dodec-10-ene Scaffold
    Iusupov, Ildar R.
    Tafeenko, Victor A.
    Altieri, Andrea
    Kurkin, Alexander V.
    MOLBANK, 2024, 2024 (01)
  • [26] Synthesis and biological evaluation of pyrrole-2-carboxamide derivatives: oroidin analogues
    Takale, Balaram S.
    Desai, Neha V.
    Siddiki, Afsar Ali
    Chaudhari, Hemchandra K.
    Telvekar, Vikas N.
    MEDICINAL CHEMISTRY RESEARCH, 2014, 23 (03) : 1387 - 1396
  • [27] Some pyrrole substituted aryl pyridazinone and phthalazinone derivatives and their antihypertensive activities
    Demirayak, S
    Karaburun, AC
    Beis, R
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2004, 39 (12) : 1089 - 1095
  • [28] 5-Bromo-2,3-diphenyl-1-vinyl-1H-pyrrole and 2,3,5-triphenyl-1-vinyl-1H-pyrrole
    B. A. Trofimov
    O. V. Petrova
    L. N. Sobenina
    A. I. Mikhaleva
    Russian Journal of Organic Chemistry, 2008, 44 : 1397 - 1398
  • [29] SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF SOME NEW PYRROLE DERIVATIVES
    Idhayadhulla, Akbar
    Kumar, Radhakrishnan Surendra
    Nasser, Abdul Jamal Abdul
    Manilal, Aseer
    BULLETIN OF THE CHEMICAL SOCIETY OF ETHIOPIA, 2012, 26 (03) : 429 - 435
  • [30] Synthesis of meso-pyrrole-substituted corroles by condensation of 1,9-diformyldipyrromethanes with pyrrole
    Temelli, Baris
    Kapci, Pinar
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2022, 18 : 1403 - 1409