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

被引:5
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
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 69 条
[61]   Metal-Organic Framework Nanoparticles [J].
Wang, Shunzhi ;
McGuirk, C. Michael ;
d'Aquino, Andrea ;
Mason, Jarad A. ;
Mirkin, Chad A. .
ADVANCED MATERIALS, 2018, 30 (37)
[62]  
Yang Q., 2023, SMALL METHODS, V8, P18479
[63]   Oxidation or Reduction State of Au Stabilized by an MOF: Active Site Identification for the Three-Component Coupling Reaction [J].
Yang, Qihao ;
Jiang, Hai-Long .
SMALL METHODS, 2018, 2 (12)
[64]   Novel nano- size and crab- like biological- based glycoluril with sulfonic acid tags as a reusable catalyst: its application to the synthesis of new mono- and bis- spiropyrans and their in vitro biological studies [J].
Zarei, Mahmoud ;
Sepehrmansourie, Hassan ;
Zolfigol, Mohammad Ali ;
Karamian, Roya ;
Farida, Seyed Hamed Moazzami .
NEW JOURNAL OF CHEMISTRY, 2018, 42 (17) :14308-14317
[65]   Superparamagnetic Fe3O4 nanoparticles as catalysts for the catalytic oxidation of phenolic and aniline compounds [J].
Zhang, Shengxiao ;
Zhao, Xiaoli ;
Niu, Hongyun ;
Shi, Yali ;
Cai, Yaqi ;
Jiang, Guibin .
JOURNAL OF HAZARDOUS MATERIALS, 2009, 167 (1-3) :560-566
[66]   Enantioselective Reduction of 3-Substituted Quinolines with a Cyclopentadiene-Based Chiral Bronsted Acid [J].
Zhao, Xiaofang ;
Xiao, Jianliang ;
Tang, Weijun .
SYNTHESIS-STUTTGART, 2017, 49 (14) :3157-3164
[67]   Metal-Organic Frameworks (MOFs) [J].
Zhou, Hong-Cai ''Joe'' ;
Kitagawa, Susumu .
CHEMICAL SOCIETY REVIEWS, 2014, 43 (16) :5415-5418
[68]   Stereochemistry of Transition Metal Complexes Controlled by the Metallo-Anomeric Effect [J].
Zhu, Feng ;
Walczak, Maciej A. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2020, 142 (35) :15127-15136
[69]   Silica sulfuric acid/NaNO2 as a novel heterogeneous system for production of thionitrites and disulfides under mild conditions [J].
Zolfigol, MA .
TETRAHEDRON, 2001, 57 (46) :9509-9511