Synthesis of picolinates via a cooperative vinylogous anomeric-based oxidation using UiO-66(Zr)-N(CH2PO3H2)2 as a catalyst

被引：3
|
作者：
Babaee, Saeed [1 ]
Sepehrmansourie, Hassan [1 ]
Zarei, Mahmoud [2 ]
Zolfigol, Mohammad Ali [1 ]
Hosseinifard, Mojtaba [3 ]
机构：
[1] Bu Ali Sina Univ, Fac Chem, Dept Organ Chem, Hamadan 6517838683, Iran
[2] Univ Qom, Fac Sci, Dept Chem, Qom 37185359, Iran
[3] Mat & Energy Res Ctr, Dept Energy, POB 31787-316, Karaj, Iran
来源：
RSC ADVANCES | 2023年 / 13卷 / 32期
基金：
美国国家科学基金会;
关键词：
METAL-ORGANIC FRAMEWORKS; BIOLOGICAL-BASED GLYCOLURIL; PHOSPHORUS-ACID TAGS; EFFICIENT CATALYST; MOFS; COMPLEXES; CRYSTAL;
D O I：
10.1039/d3ra03438k
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The anomeric effect highlights the significant influence of the functional group and reaction conditions on oxidation-reduction. This article successfully investigates the anomeric effect in the synthesis of picolinate and picolinic acid derivatives through a multi-component reaction involving 2-oxopropanoic acid or ethyl 2-oxopropanoate, ammonium acetate, malononitrile, and various aldehydes. To facilitate this process, we employed UiO-66(Zr)-N(CH2PO3H2)(2) as a novel nanoporous heterogeneous catalyst. The inclusion of phosphorous acid tags on the UiO-66(Zr)-N(CH2PO3H2)(2) offers the potential for synthesizing picolinates at ambient temperature.
引用
收藏
页码：22503 / 22511
页数：9
相关论文
共 50 条
  • [1] Anodic electrosynthesis of MIL-53(Al)-N(CH2PO3H2)2 as a mesoporous catalyst for synthesis of novel (N-methyl-pyrrol)-pyrazolo[3,4-b]pyridines via a cooperative vinylogous anomeric based oxidation
    Kalhor, Sima
    Zarei, Mahmoud
    Zolfigol, Mohammad Ali
    Sepehrmansourie, Hassan
    Nematollahi, Davood
    Alizadeh, Saber
    Shi, Hu
    Arjomandi, Jalal
    SCIENTIFIC REPORTS, 2021, 11 (01)
  • [2] Catalytic synthesis of new pyrazolo [3,4-b] pyridine via a cooperative vinylogous anomeric-based oxidation
    Sepehrmansourie, Hassan
    Zarei, Mahmoud
    Zolfigol, Mohammad Ali
    Babaee, Saeed
    Azizian, Saeid
    Rostamnia, Sadegh
    SCIENTIFIC REPORTS, 2022, 12 (01)
  • [3] Design, synthesis and application of a magnetic H-bond catalyst in the preparation of new nicotinonitriles via cooperative vinylogous anomeric-based oxidation
    Navazeni, Mahdiyeh
    Zolfigol, Mohammad Ali
    Ahmadi, Hossein
    Sepehrmansourie, Hassan
    Khazaei, Ardeshir
    Hosseinifard, Mojtaba
    RSC ADVANCES, 2024, 14 (23) : 16607 - 16616
  • [4] Application of new multi-H-bond catalyst for the preparation of substituted pyridines via a cooperative vinylogous anomeric-based oxidation
    Tavassoli, Amir Mahdi
    Zolfigol, Mohammad Ali
    Yarie, Meysam
    RESEARCH ON CHEMICAL INTERMEDIATES, 2023, 49 (02) : 679 - 699
  • [5] Synthesis of CaO/ZrO2 based catalyst by using UiO-66(Zr) and calcium acetate for biodiesel production
    Li, Hui
    Wang, Yongbo
    Ma, Xiaoling
    Guo, Min
    Li, Yan
    Li, Guoning
    Cui, Ping
    Zhou, Shoujun
    Yu, Mingzhi
    RENEWABLE ENERGY, 2022, 185 : 970 - 977
  • [6] Fe3O4@TiO2@O2PO2(CH2)NHSO3H as a novel nanomagnetic catalyst: Application to the preparation of 2-amino-4,6-diphenylnicotinonitriles via anomeric-based oxidation
    Zolfigol, Mohammad Ali
    Yarie, Meysam
    APPLIED ORGANOMETALLIC CHEMISTRY, 2017, 31 (05)
  • [7] A convenient catalytic method for preparation of new tetrahydropyrido[2,3-d]pyrimidines via a cooperative vinylogous anomeric based oxidation
    Sepehrmansourie, Hassan
    Kalhor, Sima
    Zarei, Mahmoud
    Zolfigol, Mohammad Ali
    Hosseinifard, Mojtaba
    RSC ADVANCES, 2022, 12 (53) : 34282 - 34292
  • [8] Application of polyionic magnetic nanoparticles as a catalyst for the synthesis of carbonitriles with both indole and triazole moieties via a cooperative geminal-vinylogous anomeric-based oxidation
    Dashteh, Mohammad
    Baghery, Saeed
    Zolfigol, Mohammad Ali
    Khazaei, Ardeshir
    MOLECULAR DIVERSITY, 2022, 26 (05) : 2407 - 2426
  • [9] Application of Metal-Organic Frameworks with Sulfonic Acid Tags in the Synthesis of Pyrazolo[3,4-b]pyridines via a Cooperative Vinylogous Anomeric-Based Oxidation
    Sepehrmansourie, Hassan
    Rasooll, Milad Mohammadi
    Zarei, Mahmoud
    Zolfigol, Mohammad Ali
    Gu, Yanlong
    INORGANIC CHEMISTRY, 2023, 62 (23) : 9217 - 9229
  • [10] Enhanced DBT removal with eco-friendly synthesis of bimetallic UiO-66 (Zr/Sn2+) catalyst
    Zhang, Zhe
    Li, Xiaolin
    Shaban, Ebtehal A.
    Meng, Jing
    Abdel-Azeim, Safwat
    Kashar, Tahani I.
    Abou-Elyazed, Ahmed S.
    JOURNAL OF ENVIRONMENTAL CHEMICAL ENGINEERING, 2025, 13 (02):
12345