Application of Ti-MOF-UR as a new porous catalyst for the preparation of pyrazolo[3,4-b]quinoline and pyrazolo[4,3-e]pyridines

被引:18
作者
Torkashvand, Zahra [1 ]
Sepehrmansourie, Hassan [1 ]
Zolfigol, Mohammad Ali [1 ]
As'Habi, Mohammad Ali [2 ]
机构
[1] Bu Ali Sina Univ, Fac Chem, Dept Organ Chem, Hamadan 6517838683, Iran
[2] Shahid Beheshti Univ, Med Plant & Drugs Res Inst, Dept Phytochem, Tehran 1983963113, Iran
基金
美国国家科学基金会;
关键词
H -bond catalyst; Metal -organic frameworks (MOFs); MIL-125(Ti)-NH 2; MIL-125(Ti)-NH2; Pyrazolo[3; 4-b]quinolines; Pyrazolo[4; 3-e]pyridines; METAL-ORGANIC FRAMEWORKS; 3-COMPONENT SYNTHESIS; BIOLOGICAL EVALUATION; EFFICIENT; DESIGN; ORGANOCATALYST; DERIVATIVES; STORAGE; SIZE;
D O I
10.1016/j.mcat.2023.113107
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A new H-bond Ti-MOF-based catalyst via the post-modification method of metal-organic frameworks (MOFs) was synthesized. The catalytic role of Ti-MOF-UR is based on hydrogen-bond interaction. Ti-MOF-UR was used to synthesize pyrazolo[3,4-b]quinolines and pyrazolo[4,3-e]pyridines that contain the biological nuclei of pyrazole, henna and coumarin. The structure of the synthesized catalyst as well as the pyrazolo[3,4-b]quinoline and pyrazolo[4,3-e]pyridine derivatives were approved by using various instrumental techniques such as melting point, FT-IR, 1H NMR, 13C NMR and HR-MS techniques.
引用
收藏
页数:12
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共 56 条
[1]   Urea-dithiocarbamic acid functionalized magnetic nanoparticles modified with Ch-Cl: Catalytic application for the synthesis of novel hybrid pyridones via cooperative geminal-vinylogous anomeric-based oxidation [J].
Anizadeh, Mohammad Reza ;
Zolfigol, Mohammad Ali ;
Torabi, Morteza ;
Yarie, Meysam ;
Notash, Behrouz .
JOURNAL OF MOLECULAR LIQUIDS, 2022, 364
[2]   Synthesis of Metal-Organic Frameworks MIL-101(Cr)-NH2 Containing Phosphorous Acid Functional Groups: Application for the Synthesis of N-Amino-2-pyridone and Pyrano [2,3-c]pyrazole Derivatives via a Cooperative Vinylogous Anomeric-Based Oxidation [J].
Babaee, Saeed ;
Zarei, Mahmoud ;
Sepehrmansourie, Hassan ;
Zolfigol, Mohammad Ali ;
Rostamnia, Sadegh .
ACS OMEGA, 2020, 5 (12) :6240-6249
[3]   Molecular hybridization as a powerful tool towards multitarget quinoidal systems: synthesis, trypanocidal and antitumor activities of naphthoquinone-based 5-iodo-1,4-disubstituted-, 1,4-and 1,5-disubstituted-1,2,3-triazoles [J].
Bahia, Samara Ben B. B. ;
Reis, Wallace J. ;
Jardim, Guilherme A. M. ;
Souto, Francielly T. ;
de Simone, Carlos A. ;
Gatto, Claudia C. ;
Menna-Barreto, Rubem F. S. ;
de Castro, Solange L. ;
Cavalcanti, Bruno C. ;
Pessoa, Claudia ;
Araujo, Maria H. ;
da Silva Junior, Eufranio N. .
MEDCHEMCOMM, 2016, 7 (08) :1555-1563
[4]  
Banerjee D, 2018, CHEM-US, V4, P466, DOI 10.1016/j.chempr.2017.12.025
[5]   Recent Advances in s-Block Metal Carboxylate Networks [J].
Banerjee, Debasis ;
Parise, John B. .
CRYSTAL GROWTH & DESIGN, 2011, 11 (10) :4704-4720
[6]   Design, synthesis, and biological evaluation of C9- and C2-substituted pyrazolo[4,3-e]-1,2,4-triazolo[1,5-c] pyrimidines as new A2A and A3 adenosine receptors antagonists [J].
Baraldi, PG ;
Fruttarolo, F ;
Tabrizi, MA ;
Preti, D ;
Romagnoli, R ;
El-Kashef, H ;
Moorman, A ;
Varani, K ;
Gessi, S ;
Merighi, S ;
Borea, PA .
JOURNAL OF MEDICINAL CHEMISTRY, 2003, 46 (07) :1229-1241
[7]   Color and chemical constitution of natural dye henna (Lawsonia inermis L) and its application in the coloration of textiles [J].
Bhuiyan, M. A. Rahman ;
Islam, A. ;
Ali, A. ;
Islam, M. N. .
JOURNAL OF CLEANER PRODUCTION, 2017, 167 :14-22
[8]   Urea-pyridine bridged periodic mesoporous organosilica: An efficient hydrogen-bond donating heterogeneous organocatalyst for Henry reaction [J].
Borah, Parijat ;
Mondal, John ;
Zhao, Yanli .
JOURNAL OF CATALYSIS, 2015, 330 :129-134
[9]   Expanding the Boundary of Biorefinery: Organonitrogen Chemicals from Biomass [J].
Chen, Xi ;
Song, Song ;
Li, Haoyue ;
Gozaydin, Gokalp ;
Yan, Ning .
ACCOUNTS OF CHEMICAL RESEARCH, 2021, 54 (07) :1711-1722
[10]   Engineering Metal Organic Frameworks for Heterogeneous Catalysis [J].
Corma, A. ;
Garcia, H. ;
Llabres i Xamena, F. X. L. I. .
CHEMICAL REVIEWS, 2010, 110 (08) :4606-4655