The selective condensation of pyrazolones to isatins in aqueous medium

被引:7
|
作者
Zhang, Yong [1 ]
Nie, Long-Jun [1 ]
Luo, Lang [1 ]
Mao, Jia-Xin [1 ]
Liu, Jin-Xiang [1 ]
Xu, Guo-Hai [1 ]
Chen, Deliang [1 ]
Luo, Hai-Qing [1 ]
机构
[1] Garman Normal Univ, Key Lab Organopharmaceut Chem, Ganzhou 341000, Peoples R China
基金
中国国家自然科学基金;
关键词
Water; Condensation; Pyrazolones; Oxindoles; HENRY NITROALDOL REACTIONS; ORGANIC-SYNTHESIS; ON-WATER; DERIVATIVES; ANTIPYRINE; ALCOHOLS; HETEROCYCLES; CHEMISTRY; CYCLIZATION; EFFICIENT;
D O I
10.1016/j.tet.2019.130916
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The selective condensation of pyrazolones with isatins using water as the reaction medium is presented. This strategy provides an environmentally benign synthetic route to synthesize various potentially bioactive pyrazolone substituted oxindoles. (C) 2020 Elsevier Ltd. All rights reserved.
引用
收藏
页数:6
相关论文
共 50 条
  • [21] Aqueous Morita-Baylis-Hillman Reaction of Unprotected Isatins with Cyclic Enones
    Gomes, Juliana C.
    Sirvent, Jordi
    Moyano, Albert
    Rodrigues, Manoel T., Jr.
    Coelho, Fernando
    ORGANIC LETTERS, 2013, 15 (22) : 5838 - 5841
  • [22] A green approach for the regio- and stereo-selective syntheses of (Z)-3-methyleneisoindoline-1-ones in aqueous medium
    Chatterjee, Nivedita
    Sarkar, Swarbhanu
    Pal, Rammyani
    Sen, Asish Kumar
    TETRAHEDRON LETTERS, 2013, 54 (29) : 3748 - 3751
  • [23] Aqueous DABCO,an efficient medium for rapid organocatalyzed Knoevenagel condensation and the Gewald reaction
    Abaee, Mohammad Saeed
    Cheraghi, Somayeh
    TURKISH JOURNAL OF CHEMISTRY, 2014, 38 (04) : 650 - 660
  • [24] Metal-Free Site-Selective Direct Oxidative Phosphorylation of Pyrazolones
    Beukeaw, Danupat
    Rattanasupaponsak, Napassawan
    Kittikool, Tanakorn
    Phakdeeyothin, Kunita
    Phomphrai, Khampee
    Yotphan, Sirilata
    ADVANCED SYNTHESIS & CATALYSIS, 2022, 364 (17) : 3066 - 3073
  • [25] Fluorescence Quenching of a Benzimidazolium-based Probe for Selective Detection of Picric Acid in Aqueous Medium
    Joshi, Sunita
    Kumari, Santosh
    Chamorro, Eduardo
    Pant, Debi D.
    Sakhuja, Rajeev
    CHEMISTRYSELECT, 2016, 1 (08): : 1756 - 1762
  • [26] Selective Reduction of Aromatic Ketones in Aqueous Medium Mediated by Ti(III)/Mn: A Revised Mechanism
    Rosales, Antonio
    Munoz-Bascon, Juan
    Roldan-Molina, Esther
    Castaneda, Mayra A.
    Padial, Natalia M.
    Gansaeuer, Andreas
    Rodriguez-Garcia, Ignacio
    Enrique Oltra, J.
    JOURNAL OF ORGANIC CHEMISTRY, 2014, 79 (16): : 7672 - 7676
  • [27] A simple and efficient oxidation of primary and secondary benzylamines to acids using table salt in aqueous medium
    Kushawaha, Ajay Kishor
    Jaiswal, Arvind Kumar
    Pandey, Shubham
    Sashidhara, Koneni, V
    TETRAHEDRON, 2021, 101
  • [28] Chitosan nanofiber-catalyzed highly selective Knoevenagel condensation in aqueous methanol
    Hirayama, Yusaku
    Kanomata, Kyohei
    Hatakeyama, Mayumi
    Kitaoka, Takuya
    RSC ADVANCES, 2020, 10 (45) : 26771 - 26776
  • [29] Enantioselective Vinylogous Michael-Aldol Reaction To Synthesize Spirocyclohexene Pyrazolones in Aqueous Media
    Xu, Jinxiu
    Hu, Linfeng
    Hu, Haipeng
    Ge, Shulin
    Liu, Xiaohua
    Feng, Xiaoming
    ORGANIC LETTERS, 2019, 21 (06) : 1632 - 1636
  • [30] A Facile, One-Pot, Green Synthesis of Polysubstituted 4H-Pyrans via Piperidine-Catalyzed Three-Component Condensation in Aqueous Medium
    Lu, Guo-Ping
    Cai, Chun
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2011, 48 (01) : 124 - 128