The selective condensation of pyrazolones to isatins in aqueous medium

被引:9
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
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共 69 条
[11]   Water: Nature's Reaction Enforcer-Comparative Effects for Organic Synthesis "In-Water" and "On-Water" [J].
Butler, Richard N. ;
Coyne, Anthony G. .
CHEMICAL REVIEWS, 2010, 110 (10) :6302-6337
[12]  
Chan T. -H., 2007, COMPREHENSIVE ORGANI
[13]   Organic Synthesis "On Water" [J].
Chanda, Arani ;
Fokin, Valery V. .
CHEMICAL REVIEWS, 2009, 109 (02) :725-748
[14]   A rational approach towards the nucleophilic substitutions of alcohols "on Water" [J].
Cozzi, Pier Giorgio ;
Zoli, Luca .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (22) :4162-4166
[15]   Nucleophilic substitution of ferrocenyl alcohols "on water'' [J].
Cozzi, Pier Giorgio ;
Zoli, Luca .
GREEN CHEMISTRY, 2007, 9 (12) :1292-1295
[16]  
Dehmel F, 2000, SYNLETT, P345
[17]   A Serendipitous Synthesis of 11a-Hydroxy-11,11a-dihydrobenzo[e]indeno[2,1-b][1,4]diazepine-10,12-dione Derivatives by Condensation of 2-Aminobenzamides with Ninhydrin in Water [J].
Devi, Rajkumari Vijilata ;
Garande, Ashok M. ;
Maity, Dilip K. ;
Bhate, Prakash M. .
JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (04) :1689-1695
[18]   Unprecedented Nucleophilic Additions of Highly Polar Organometallic Compounds to Imines and Nitriles Using Water as a Non-Innocent Reaction Medium [J].
Dilauro, Giuseppe ;
Dell' Aera, Marzia ;
Vitale, Paola ;
Capriati, Vito ;
Perna, Filippo Maria .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (34) :10200-10203
[19]   Synthetic Routes to Selected Heterocycles Containing Antipyrine Moiety [J].
El-Taweel, F. M. A. ;
Abou Elmaaty, T. M. .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2016, 53 (03) :677-684
[20]   Chemistry of antipyrine [J].
Elattar, Khaled M. ;
Fadda, Ahmed A. .
SYNTHETIC COMMUNICATIONS, 2016, 46 (19) :1567-1594