Three-Component Green Reaction of Arylaldehydes, 6-Amino-1,3-Dimethyluracil and Active Methylene Compounds Catalyzed by Zr(HSO4)4 Under Solvent-Free Conditions

被引:0
|
作者
Abdolmohammadi, Shahrzad [1 ]
Balalaie, Saeed [2 ]
Barari, Mohammad [1 ]
Rominger, Frank [3 ]
机构
[1] Islamic Azad Univ, Dept Chem, Fac Sci, East Tehran Branch, Tehran, Iran
[2] KN Toosi Univ Technol, Peptide Chem Res Ctr, Tehran, Iran
[3] Heidelberg Univ, Inst Organ Chem, D-69120 Heidelberg, Germany
关键词
6-Amino-1,3-dimethyluracil; Solvent-free; Tandem Knoevenagel-Michael addition; Zr(HSO4)(4); ONE-POT SYNTHESIS; EFFICIENT SYNTHESIS; HYDROGEN SULFATE; DERIVATIVES; MILD; ACIDS; ANALOGS; AMIDES;
D O I
暂无
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
A convenient one-pot, three-component reaction of aromatic aldehydes, 6-amino-1,3-dimethyluracil and active methylene compounds in the presence of Zr(HSO4)(4) as a heterogeneous catalyst, under solvent-free conditions brings a very simple and highly efficient method for the preparation of pyrimido[4,5-b] quinolines, pyrimido[5',4':5,6]pyrido[2,3-d]pyrimidines, indeno[2',1':5,6] pyrido[2,3-d]pyrimidines and a new class of pyrimidinedione derivatives in excellent yields. This approach is general and provides several advantages such as simple reaction set-up, very mild reaction conditions, high yields, recyclability of the catalyst and environmentally friendly benign.
引用
收藏
页码:150 / 159
页数:10
相关论文
共 50 条
  • [21] TfOH/C-catalyzed one-pot three-component synthesis of α-amino phosphonates under solvent-free conditions
    Abbas Ali Jafari
    Sakineh Amini
    Fatemeh Tamaddon
    [J]. Journal of the Iranian Chemical Society, 2013, 10 : 677 - 684
  • [22] Preparation of amidoalkyl naphthols by a three-component reaction catalyzed by 2,4,6-trichloro-1,3,5-triazine under solvent-free conditions
    Zhang, Peng
    Zhang, Zhan-Hui
    [J]. MONATSHEFTE FUR CHEMIE, 2009, 140 (02): : 199 - 203
  • [23] Three-Component Reaction of Isocyanides and 2-Formylbenzoic Acid with Dibenzylamine Catalyzed by Silica Nanoparticles under Solvent-Free Conditions
    Ramazani, Ali
    Mahyari, Amir
    [J]. HELVETICA CHIMICA ACTA, 2010, 93 (11) : 2203 - 2209
  • [24] LiClO4-Accelerated Three-Component Mannich-Type Reaction of Diethyl Malonate with Imines: An Efficient Synthesis of β-Amino Esters Under Solvent-Free Conditions
    Aryanasab, Fezzeh
    Saidi, Mohammad R.
    [J]. SYNTHETIC COMMUNICATIONS, 2008, 38 (22) : 4036 - 4044
  • [25] ZrCl4-catalyzed Michael reaction of 1,3-dicarbonyls and enones under solvent-free conditions
    Smitha, G
    Patnaik, S
    Reddy, CS
    [J]. SYNTHESIS-STUTTGART, 2005, (05): : 711 - 713
  • [26] Highly efficient three-component Strecker-type reaction catalyzed by MgI2 etherate under solvent-free conditions
    Li, Pengcheng
    Zhang, Yongdong
    Chen, Zhili
    Zhang, Xingxian
    [J]. TETRAHEDRON LETTERS, 2017, 58 (19) : 1854 - 1858
  • [27] Tris(pentafluorophenyl)borane-catalyzed three-component reaction for the synthesis of 1,8-dioxodecahydroacridines under solvent-free conditions
    Chandrasekhar, Srivari
    Rao, Yaragorla Srinivasa
    Sreelakshmi, Lella
    Mahipal, Bodugam
    Reddy, Chada Raji
    [J]. SYNTHESIS-STUTTGART, 2008, (11): : 1737 - 1740
  • [28] A study for the synthesis of dibenzo [a, j] xanthenes and 1-amidoalkyl 2-naphthols catalyzed by [Hmim][HSO4] as a green, efficient and reusable catalyst under solvent-free conditions
    Khazdooz, Leila
    Zarei, Amin
    Hajipour, Abdol R.
    Sheikhan, Nafisehsadat
    [J]. IRANIAN JOURNAL OF CATALYSIS, 2011, 1 (01): : 1 - 9
  • [29] Novel Three-Component Annulation for the Synthesis of 2,4,6-Triarylpyrimidines under Solvent-Free and Catalyst-Free Conditions
    Ding, Yuxin
    Ma, Yongmin
    Chen, Jing
    [J]. CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2020, 40 (12) : 4357 - 4363
  • [30] A fast, simple and convenient procedure for the synthesis of fused pyrimidinone derivatives by using [Hmim][HSO4] as a green, efficient and reusable catalyst under solvent-free conditions
    Khazdooz, Leila
    Zarei, Amin
    Hajipour, Abdol Reza
    Sheikhan, Nafisehsadat
    [J]. IRANIAN JOURNAL OF CATALYSIS, 2012, 2 (04): : 173 - 178