One-pot synthesis of 2-(2-hydroxyaryl)quinolines:: reductive coupling reactions of 2′-hydroxy-2-nitrochalcones

被引：24
|
作者：
Barros, AIRNA
Silva, AMS [1 ]
机构：
[1] Univ Aveiro, Dept Chem, P-3810193 Aveiro, Portugal
[2] Univ Tras Montes & Alto Douro, Dept Chem, P-5001911 Vila Real, Portugal
来源：
TETRAHEDRON LETTERS | 2003年 / 44卷 / 31期
关键词：
2-(2-hydroxyaryl)quinolines; 2-(2-hydroxyaryl)quinolines-N-oxides; 2 '-hydroxy-2-nitrochalcones; reduction; cyclodehydration;
D O I：
10.1016/S0040-4039(03)01374-1
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A one-pot synthesis of novel 2-(2-hydroxyaryl)quinolines have been developed from the intramolecular reductive coupling reactions of 2'-hydroxy-2-nitrochalcones, induced by stannous chloride in acidic medium (HCl/AcOH). In some cases these transformations can be performed with ammonium formate/Pd-C in methanol. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码：5893 / 5896
页数：4
相关论文
共 50 条
  • [21] One-Pot Synthesis of (E)-2-(3-Oxoindolin-2-ylidene)-2-arylacetonitriles
    Aksenov, Nicolai A.
    Aksenov, Alexander V.
    Kurenkov, Igor A.
    Kirillov, Nikita K.
    Aksenov, Dmitrii A.
    Arutiunov, Nikolai A.
    Aksenova, Daria S.
    Rubin, Michael
    MOLECULES, 2022, 27 (09):
  • [22] Zwitterionic Protonophore Derived from 2-(2-Hydroxyaryl)alkenylphosphonium as an Uncoupler of Oxidative Phosphorylation
    Rokitskaya, Tatyana I.
    Terekhova, Natalia V.
    Khailova, Lyudmila S.
    Kotova, Elena A.
    Plotnikov, Egor Y.
    Zorov, Dmitry B.
    Tatarinov, Dmitry A.
    Antonenko, Yuri N.
    BIOCONJUGATE CHEMISTRY, 2019, 30 (09) : 2435 - 2443
  • [23] One-Pot Synthesis of 2,3-Disubstituted Quinolines Based on Acetals and Anilines
    Rizbayeva, T. S.
    Smolobochkin, A. V.
    Gazizov, A. S.
    Syakaev, V. V.
    Burilov, A. R.
    Pudovik, M. A.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2024, 94 (06) : 1247 - 1250
  • [24] TAUTOMERISM OF AZINES DERIVATIVES .21. TAUTOMERIC PROPERTIES OF 2-(2-HYDROXYARYL)AZINES
    STEKHOVA, SA
    LAPACHEV, VV
    MAMAEV, VP
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1990, (01): : 75 - 80
  • [25] One-pot Synthesis of 2-Hydroxy-1,4-Naphthoquinone (Lawsone)
    Sivakumar, Dhanavel
    Thanusu, Jayaraman
    Kanagarajan, Vijayakumar
    Nagarajan, Samuthira
    Manikandan, Haridoss
    Gopalakrishnan, Mannathusamy
    CURRENT ORGANIC SYNTHESIS, 2019, 16 (03) : 431 - 434
  • [26] Efficient one-pot synthesis of enantiomerically pure 2-(hydroxymethyl)morpholines
    Breuning, Matthias
    Winnacker, Malte
    Steiner, Melanie
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2007, 2007 (13) : 2100 - 2106
  • [27] One-pot synthesis of 2-(1-acyloxypentyl)benzoic acids
    Zhen Li Min Yi Hua Zhang~* Yi Sheng Lai Si Xun Peng Center of Drug Discovery
    ChineseChemicalLetters, 2008, (08) : 915 - 917
  • [28] One-pot synthesis of 2-(1-acyloxypentyl) benzoic acids
    Min, Zhen Li
    Zhang, Yi Hua
    Lai, Yi Sheng
    Peng, Si Xun
    CHINESE CHEMICAL LETTERS, 2008, 19 (08) : 915 - 917
  • [29] Zn(OAc)2•2H2O: An efficient catalyst for the one-pot synthesis of 2- substituted benzothiazoles
    Digambar, Kokane Balaji
    Varala, Ravi
    Patil, Sudhakar G.
    ORGANIC COMMUNICATIONS, 2022, 15 (04) : 378 - 385
  • [30] One-pot synthesis of 2-trifluoromethylchromones
    Henao Castaneda, Isabel C.
    Ulic, Sonia E.
    Della Vedova, Carlos O.
    Metzler-Nolte, Nils
    Jios, Jorge L.
    TETRAHEDRON LETTERS, 2011, 52 (13) : 1436 - 1440
12345