Comparative use of solvent-free KF-Al2O3 and K2CO3 in acetone in the synthesis of quinoxaline 1,4-dioxide derivatives designed as antimalarial drug candidates

被引:14
|
作者
Lima, LM
Zarranz, B
Marin, A
Solano, B
Vicente, E
Silanes, SP
Aldana, I [1 ]
Monge, A
机构
[1] Univ Navarra, Unidad Invest & Desarrollo Medicamentos, Ctr Invest Farmacobiol Aplicada, E-31080 Pamplona, Spain
[2] Univ Fed Rio de Janeiro, LASSBio, Fac Farm, BR-21944970 Rio De Janeiro, Brazil
关键词
D O I
10.1002/jhet.5570420718
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In this paper we describe two new basic conditions for the synthesis of quinoxaline 1,4-dioxide derivatives in moderate to good yields. These conditions, exemplified by the use of K2CO3 in acetone or KF/Al2O3 in the absence of an organic solvent, were reproducible and applicable to the synthesis of 2-(carboethoxy)-3-phenylquinoxaline 1,4-dioxide derivatives substituted in position 4 with electron-donating or electron-withdrawing groups.
引用
收藏
页码:1381 / 1385
页数:5
相关论文
共 44 条
  • [21] Solvent-free mechanochemical synthesis of arylcyanomethylenequinone oximes from phenylacetonitriles and 4-unsubstituted nitroaromatic compounds using KF/nano-γ-Al2O3 as catalyst
    Hong, Zhi
    Li, Jian-Jun
    Chen, Guang
    Jiang, Hua-Jiang
    Yang, Xiao-Feng
    Pan, Heng
    Su, Wei-Ke
    RSC ADVANCES, 2016, 6 (16): : 13581 - 13588
  • [22] P2O5/Al2O3 as an efficient heterogeneous catalyst for chemoselective synthesis of 1,1-diacetates under solvent-free conditions
    Hajipour, Abdol R.
    Zarei, Amin
    Ruoho, Arnold E.
    TETRAHEDRON LETTERS, 2007, 48 (16) : 2881 - 2884
  • [23] An Efficient One-Pot Solvent-Free Synthesis of 2,3-Dihydroquinazoline-4(1H)-ones via Al/Al2O3 Nanoparticles
    Kassaee, M. Z.
    Rostamizadeh, Shahnaz
    Shadjou, Nasrin
    Motamedi, Elahe
    Esmaeelzadeh, Maryam
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2010, 47 (06) : 1421 - 1424
  • [24] Solvent-free Microwave-assisted Synthesis of 1-(1,3-diphenyl-1H-pyrazol-4-yl)-3-(2-hydroxyphenyl) Propane-1,3-dione Using K2CO3 as Green Solid Support
    Dhokale, Namdeo T.
    Kale, Satish B.
    Nagre, Sadashiv S.
    Konda, Shankaraiah G.
    Dalvi, Navanath R.
    LETTERS IN ORGANIC CHEMISTRY, 2023, 20 (09) : 871 - 876
  • [25] Synthesis, antioxidant, and antimicrobial evaluation of novel 2,3-dihydro-1H-pyrazole-4-carbonitrile derivatives using K2CO3/glycerol as a green deep eutectic solvent
    Zwain, Ali A. A.
    Ahmad, Irfan
    Ali, Rasha Khalaf Jebur
    Kahtan, Mustafa
    Khdyair Hamad, Atheer
    Hassan, Enas Abdulgader
    Asiri, Mohammed
    Ridha, Benien M. M.
    Alsalamy, Ali
    FRONTIERS IN MATERIALS, 2023, 10
  • [26] Solvent-Free Synthesis of SAPO-34 Zeolite with Tunable SiO2/Al2O3 Ratios for Efficient Catalytic Cracking of 1-Butene
    Xiao, Xia
    Xu, Zhongliang
    Wang, Peng
    Liu, Xinfei
    Fan, Xiaoqiang
    Kong, Lian
    Xie, Zean
    Zhao, Zhen
    CATALYSTS, 2021, 11 (07)
  • [27] NaOH-Al2O3 Catalyzed Synthesis of 1, 3, 5-triarylpentane-1, 5-diones Derivatives Under Solvent-Free Condition and Crystal Structure of 3-(2′, 4′-dichlorophenyl)-1, 5-diphenylpentane-1, 5-dione
    Huang, Xianqiang
    Feng, Qiu
    Sun, Yanliang
    He, Qingpeng
    Wang, Yong
    LETTERS IN ORGANIC CHEMISTRY, 2012, 9 (04) : 280 - 286
  • [28] Novel synthesis of 1,4-thiazin-2-one O-(tert-butyl) oximes and benzo[b] [1,4]thiazin-2-one O-(tert-butyl) oximes in the presence of K2CO3/SiO2
    Aoyama, Tadashi
    Tashiro, Kenshiro
    Hayakawa, Mamiko
    Shimada, Shigeru
    Ouchi, Akihiko
    TETRAHEDRON LETTERS, 2019, 60 (22) : 1493 - 1497
  • [29] Al(NO3)3•9H2O: An Efficient Catalyst for the One-Pot Synthesis of 3,4-Dihydropyrimidin-2-(1H)-ones Both under Reflux or Solvent-Free Conditions
    Kolvari, Eskandar
    Mirzaeeyan, Maryam
    JOURNAL OF CHEMISTRY, 2013, 2013
  • [30] K2CO3/H2O in [omim][BF4] Ionic Liquid: A Green Medium for Efficient Room-Temperature Synthesis of N-Substituted 1,4-Benzoxazin-3-ones
    Sharifi, Ali
    Barazandeh, Mehdi
    Abaee, M. Saeed
    Mirzaei, Mojtaba
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2012, 49 (04) : 933 - 938