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

被引:1
|
作者
Huang, Xianqiang [1 ]
Feng, Qiu [1 ]
Sun, Yanliang [1 ]
He, Qingpeng [1 ]
Wang, Yong [1 ]
机构
[1] Liaocheng Univ, Sch Chem & Chem Engn, Shandong Prov Key Lab Chem Energy Storage & Novel, Liaocheng 252059, Peoples R China
关键词
1,3,5-triarylpentane-1; 5-diones; NaOH/Al2O3; crystal structure;
D O I
10.2174/157017812800233732
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient procedure for rapidly synthesizing the 1,3,5-triarylpentane-1,5-diones compounds using aromatic aldehydes and aromatic ketones as starting materials by tandem aldol reactions/Michael additions under NaOH/Al2O3 and the solvent-free conditions has been described. All compounds were characterized by IR, H-1 NMR and elemental analysis. Additionally, the crystal structure of 3-(2', 4'-dichlorophenyl)-1,5-diphenylpentane-1,5-dione was obtained and determined by X-ray single-crystal diffraction. The protocol offers several advantages such as a simple, eco-friendly procedure and mild reaction conditions.
引用
收藏
页码:280 / 286
页数:7
相关论文
共 50 条
  • [1] SYNTHESIS OF 5-SUBSTITUTED-1-PHENYLPENT-1-YNE-3, 5-DIONES AND ITS DERIVATIVES
    MAREI, MG
    ELGHANAM, M
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1993, 32 (03): : 318 - 321
  • [2] Design and Synthesis of 1-Benzylidene-pyrazolidine-3, 5-Dione Derivatives
    Li, Xing
    Yao, Zhiyi
    2015 4TH INTERNATIONAL CONFERENCE ON ENERGY AND ENVIRONMENTAL PROTECTION (ICEEP 2015), 2015, : 1736 - 1742
  • [3] 3-FORMYLCYCLOHEXANESPIROCYCLOPENTANE-2-4-DIONE AND 2-FORMYL-5-5-DIMETHYLCYCLOHEXANE-1-3-DIONE
    AKEHURST, BD
    BARTELSKEITH, JR
    JOURNAL OF THE CHEMICAL SOCIETY, 1957, (DEC): : 4798 - 4804
  • [4] 3-(5-Chloro-3-methyl-1-phenylpyrazol-4-yl)-1,5-diphenylpentane-1,5-dione:: sheets built from C-H•••O and C-H•••π(arene) hydrogen bonds
    Trilleras, Jorge
    Quiroga, Jairo
    de la Torre, Jose M.
    Cobo, Justo
    Low, John N.
    Glidewell, Christopher
    ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 2006, 62 : O518 - O520
  • [5] Synthesis and crystal structure of 1-(1′,3′-dimethyl-5′-chloropyrazol-4′-carbonyl′-3-(2′-chlorophenyl)-5-amino-4-cyanopyrazole
    Xiao-Hong Zhang
    Lin-Hong Weng
    Gui-Yu Jin
    Journal of Chemical Crystallography, 2000, 30 : 789 - 792
  • [6] Synthesis and crystal structure of 1-(1′,3′-dimethyl-5′-chloropyrazol-4′-carbonyl)-3-(2′-chlorophenyl)-5-amino-4-cyanopyrazole
    Zhang, XH
    Weng, LH
    Jin, GY
    JOURNAL OF CHEMICAL CRYSTALLOGRAPHY, 2000, 30 (12) : 789 - 792
  • [7] Synthesis, in vitro and in silico antitumor evaluation of 3-(2,6-dichlorophenyl)-1,5-diphenylpentane-1,5-dione: Structure, spectroscopic, RDG, Hirshfeld and DFT based analyses
    Dhandapani, A.
    Veeramanikandan, S.
    Kumar, Raju Suresh
    Almansour, Abdulrahman, I
    Arumugam, Natarajan
    Subashchandrabose, S.
    Suresh, J.
    Arulraj, R.
    Gajalakshmi, D.
    JOURNAL OF MOLECULAR STRUCTURE, 2022, 1251
  • [8] 3-AMINOPYRROLE-2,5-DIONES 3. SYNTHESIS OF BENZENEHEXACARBOXYLIC ACID TRIMETHYLIMIDE AND 1,1′-DIMETHYL-4-METHYLAMINO-[3,3′]BIPYRROLYL-2,5,2′,5′-TETRAONE BY THE REACTION OF 1-METHYL-3-METHYLAMINOPYRROLE-2,5-DIONE WITH HYDROGEN CHLORIDE
    Chepyshev, S. V.
    Chepysheva, Yu. N.
    Ryabitsky, A. B.
    Prosyanik, A. V.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2009, 45 (07) : 823 - 826
  • [9] 3-aminopyrrole-2,5-diones 3*. Synthesis of benzenehexa-carboxylic acid trimethylimide and 1,1′-dimethyl-4-methylamino-[3,3′]bipyrrolyl-2,5,2′,5′-tetraone by the reaction of 1-methyl-3-methylaminopyrrole-2,5-dione with hydrogen chloride
    S. V. Chepyshev
    Yu. N. Chepysheva
    A. B. Ryabitsky
    A. V. Prosyanik
    Chemistry of Heterocyclic Compounds, 2009, 45 : 823 - 826
  • [10] 3-(3,4-Dichlorophenyl)-5-(1H-indol-5-yl)-1,2,4-oxadiazole
    Efimova, Julia A.
    Shetnev, Anton A.
    Baykov, Sergey V.
    Petzer, Anel
    Petzer, Jacobus P.
    MOLBANK, 2023, 2023 (01)