The role of pyruvic acid as starting material in some organic reactions in the presence of SBA-Pr-SO3H nanocatalyst

被引：11
|
作者：
Ziarani, Ghodsi Mohammadi [1 ]
Gholamzadeh, Parisa [1 ]
Badiei, Alireza [2 ]
Vavsari, Vaezeh Fathi [1 ]
机构：
[1] Alzahra Univ, Dept Chem, Vanak Sq, Tehran, Iran
[2] Univ Tehran, Sch Chem, Coll Sci, Tehran, Iran
来源：
RESEARCH ON CHEMICAL INTERMEDIATES | 2018年 / 44卷 / 01期
关键词：
Pyruvic acid; SBA-Pr-SO3H; Oxindole; Niementowski reaction; Ugi reaction; ONE-POT SYNTHESIS; MESOPOROUS SILICA; GREEN SYNTHESIS; EFFICIENT SYNTHESIS; DERIVATIVES; CATALYST; ALKALOIDS; SBA-15; QUINAZOLIN-4(3H)-ONES; NANOREACTOR;
D O I：
10.1007/s11164-017-3103-4
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Pyruvic acid contains three different reactive positions: -COOH, ketone carbonyl and methyl groups. Correspondingly, pyruvic acid was applied as starting material in the modified Niementowski reaction and Aldol condensation using SBA-Pr-SO3H as an efficient nanocatalyst. Aldol condensation of pyruvic acid and oxindole provided a new oxindol-based carboxylic acid which was subsequently used in the Ugi four-component reaction. Moreover, through the modified Niementowski reaction of pyruvic acid, new derivatives of quiazoline were produced in the presence of SBA-Pr-SO3H. The obtained products are important due to their potentially biological active skeletons.
引用
收藏
页码：277 / 288
页数：12
相关论文
共 50 条
  • [31] Application of SBA-Pr-SO3H in the synthesis of 2,3-dihydroquinazoline-4(1H)-ones: characterization, UV-Vis investigations and DFT studies
    Afsar, Seyedeh Yasaman
    Ziarani, Ghodsi Mohammadi
    Mollabagher, Hoda
    Gholamzadeh, Parisa
    Badiei, Alireza
    Soorki, Ali Abolhasani
    JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2017, 14 (03) : 577 - 583
  • [32] Three-component synthesis of pyrano[2,3-d]-pyrimidine dione derivatives facilitated by sulfonic acid nanoporous silica (SBA-Pr-SO3H) and their docking and urease inhibitory activity
    Ghodsi Mohammadi Ziarani
    Sakineh Faramarzi
    Shima Asadi
    Alireza Badiei
    Roya Bazl
    Massoud Amanlou
    DARU Journal of Pharmaceutical Sciences, 21
  • [33] Mesoporous SBA-15-Pr-SO3H Catalysed Biodiesel Production from Maize Acid Oil
    Lathiya, D. R.
    Bhatt, D., V
    Maheria, K. C.
    JOURNAL OF SCIENTIFIC & INDUSTRIAL RESEARCH, 2019, 78 (02): : 106 - 110
  • [34] Three-component synthesis of pyrano[2,3-d]-pyrimidine dione derivatives facilitated by sulfonic acid nanoporous silica (SBA-Pr-SO3H) and their docking and urease inhibitory activity
    Ziarani, Ghodsi Mohammadi
    Faramarzi, Sakineh
    Asadi, Shima
    Badiei, Alireza
    Bazl, Roya
    Amanlou, Massoud
    DARU-JOURNAL OF PHARMACEUTICAL SCIENCES, 2013, 21
  • [35] Facile one-pot synthesis of spirocyclic (5,6,7,8-tetrahydro-chromene)-4,3′-oxindoles using sulfonic acid functionalized nanoporous silica (SBA-Pr-SO3H)
    Ziarani, Ghodsi Mohammadi
    Lashgari, Negar
    Badiei, Alireza
    Shakiba, Monireh
    CHEMIJA, 2013, 24 (02): : 142 - 150
  • [36] Acid-functionalized Mesoporous Silicate (KIT-5-Pr-SO3H) Synthesized as an Efficient and Nanocatalyst for Green Multicomponent
    Daraie, Mansoureh
    Mirsafaei, Razieh
    Heravi, Majid M.
    CURRENT ORGANIC SYNTHESIS, 2019, 16 (01) : 145 - 153
  • [37] Mesoporous sBa-15 silica catalyst functionalized with phenylsulfonic acid groups (SbA-15-ph-So3h) as efficient nanocatalyst for chemoselective thioacetalization of carbonyl compounds
    Sedrpoushan, Alireza
    Ghazizadeh, Habibollah
    JOURNAL OF SULFUR CHEMISTRY, 2017, 38 (01) : 112 - 118
  • [38] Acid properties of M-SBA-15 and M-SBA-15-SO3H (M = Al, Ti) materials and their role on esterification of oleic acid
    Cabrera-Munguia, Denis A.
    Gonzalez, Horacio
    Tututi-Rios, Edgar
    Gutierrez-Alejandre, Aida
    Rico, Jose L.
    JOURNAL OF MATERIALS RESEARCH, 2018, 33 (21) : 3634 - 3645
  • [39] Acid properties of M-SBA-15 and M-SBA-15-SO3H (M = Al, Ti) materials and their role on esterification of oleic acid
    Denis A. Cabrera-Munguia
    Horacio González
    Edgar Tututi-Ríos
    Aída Gutiérrez-Alejandre
    José L. Rico
    Journal of Materials Research, 2018, 33 : 3634 - 3645
  • [40] Efficient One-Pot Solvent-Free Synthesis of 1H-Pyrazolo[1,2-b]phthalazine-5,10-diones Catalyzed by Sulfonic Acid Functionalized Nanoporous Silica (SBA-Pr-SO3H)
    Ziarani, Ghodsi Mohammadi
    Mohtasham, Nina Hosseini
    Badiei, Alireza
    Lashgari, Negar
    JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2014, 61 (09) : 990 - 994
12345