Catalyst-free one-pot synthesis of isoindolin-1-imine derivatives via three-component reaction

被引:7
|
作者
Shen, Sida [1 ]
Pham Van Khang [1 ]
Chen, Yijia [2 ]
Lei, Min [2 ]
Hu, Lihong [1 ,2 ]
机构
[1] E China Univ Sci & Technol, Sch Pharm, Shanghai 200237, Peoples R China
[2] Shanghai Inst Mat Med, 501 Haike Rd, Shanghai 201203, Peoples R China
基金
中国国家自然科学基金;
关键词
2-cyanobenzaldehyde; 3-methyl-1H-pyrazol-5(4H)-one; 1,3-dimethyl-1H-pyrazol-5(4H)-one; isoindolin-1-imine; multi-component reaction; 2-CYANOBENZALDEHYDE;
D O I
10.3998/ark.5550190.p007.992
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel, one-pot method has been developed for the synthesis of 4-(2-substituented-3-iminoisoindolin-1-ylidene)-1-substitueted-3-methyl-1H-pyrazol-5(4H)-one derivatives via cascade three-component condensation of 2-cyanobenzaldehyde, amine, and 3-methyl-1H-pyrazol-5(4H)-one or 1,3-dimethyl-1H-pyrazol-5(4H)-one. The efficient and convenient reaction conditions provide the corresponding products from various substrates under reflux condition in ethanol with excellent yields (85-95%).
引用
收藏
页码:413 / 423
页数:11
相关论文
共 50 条
  • [31] Visible light-induced one-pot three-component synthesis of quinazolines under catalyst-free condition
    Ma, Xue
    Chen, Xuerou
    Ying, Letian
    Pang, Yuqi
    Zhong, Qidi
    Li, Dongmei
    Sun, Wuji
    MOLECULAR CATALYSIS, 2023, 546
  • [32] Catalyst-free one-pot three-component rapid synthesis of polysubstituted pyrroles by liquid-assisted grinding
    Jiang, Ling
    Yan, Si-Yu
    Dong, Jing-Wen
    Ye, Li-Dan
    Cheng, Yue
    Chu, Xiao-He
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2022, 59 (09) : 1561 - 1572
  • [33] Three-Component One-Pot Synthesis of Indolo[3,4-a]acridine Derivatives with High Regioselectivity under Catalyst-Free Conditions
    Zhang, Mei-Mei
    Wang, Wei
    Wang, Xiang-Shan
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2014, 51 : E349 - E353
  • [34] One-Pot Three-Component Synthesis of Pyrido[2,3-c]carbazole Derivatives in EtOH under Catalyst-Free Conditions
    Zhang, Mei-Mei
    Wang, Jie
    Wang, Xiang-Shan
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2017, 54 (02) : 1378 - 1383
  • [35] Solvent-free and efficient synthesis of imidazo[1,2-a]pyridine derivatives via a one-pot three-component reaction
    Wen, Li-Rong
    Li, Zhao-Rui
    Li, Ming
    Cao, Han
    GREEN CHEMISTRY, 2012, 14 (03) : 707 - 716
  • [36] Basic Ionic Liquid as Catalyst and Reaction Media for the One-pot Three-component Regioselective Synthesis of Various Thiazol-2-imine Derivatives
    Shiran, Jafar Abbasi
    Yahyazadeh, Asieh
    Yamin, Bohari M.
    Mamaghani, Manouchehr
    Albadi, Jalal
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2016, 53 (04) : 1009 - 1016
  • [37] Synthesis of furan annulated heterocycles via a one-pot three-component reaction
    Mosslemin, Mohammad Hossein
    Anary-Abbasinejad, Mohammad
    Nia, Abbas Fazli
    Bakhtiari, Samaneh
    Anaraki-Ardakani, Hossein
    JOURNAL OF CHEMICAL RESEARCH, 2009, (10) : 599 - 601
  • [38] Chemoselective Synthesis of Novel Heterocyclic [3.3.3]Propellane Derivatives via a One-pot Three-component Reaction
    Wang, Jing
    Liu, Hongzhi
    Wen, Ren
    Li, Jie
    Zhu, Songlei
    CHINESE JOURNAL OF CHEMISTRY, 2017, 35 (09) : 1463 - 1468
  • [39] Ionic liquid catalyzed one-pot synthesis of spiropyran derivatives via three-component reaction in water
    Jin, Shuai-Shuai
    Ding, Mao-Hua
    Guo, Hong-Yun
    HETEROCYCLIC COMMUNICATIONS, 2013, 19 (02) : 139 - 143
  • [40] Novel One-pot Synthesis of Pyranocarbazole Derivatives via an Isocyanide-based Three-component Reaction
    Malathi, Visarapu
    Reddy, Pedavenkatagari Narayana
    Padmaja, Pannala
    LETTERS IN ORGANIC CHEMISTRY, 2021, 18 (09) : 721 - 726