Microporous and Hierarchical ZSM-5 Zeolites in Friedlander Synthesis

被引：1

作者：

Grigor'eva, N. G. ^{[1
]}

Bubennov, S. V. ^{[1
]}

Artem'eva, A. S. ^{[1
]}

Serebrennikov, D. V. ^{[1
]}

Filippova, N. A. ^{[1
]}

Kutepov, B. I. ^{[1
]}

机构：

[1] Russian Acad Sci, Ufa Fed Res Ctr, Inst Petrochemistry & Catalysis, Ufa 450075, Russia

来源：

PETROLEUM CHEMISTRY | 2023年 / 63卷 / 07期

关键词：

Friedlander synthesis; zeolites; granular hierarchical zeolites; quinolines; acridinones; EFFICIENT HETEROGENEOUS CATALYST; POLYSUBSTITUTED QUINOLINES; DERIVATIVES; ANILINE; ACID;

D O I：

10.1134/S0965544123050092

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The study investigates the catalytic performance of microporous and granular micro-meso-macroporous zeolites (H-ZSM-5 and H-ZSM-5h, respectively) in synthesis of quinolines by the reaction of 2-aminoacetophenone with diketones (2,4-pentanedione or dimedone), known as the Friedlander synthesis. In the presence of H-ZSM-5h, 1-(2,4-dimethylquinolin-3-yl)ethanone (1a) and 3,4-dihydro-3,3,9-trimethyl-1(2H)-acridinone (1b) were produced in 82 and 93% yields, respectively.

引用

页码：759 / 768

页数：10

共 33 条

[1] Nickel nanoparticles: a highly efficient and retrievable catalyst for the solventless Friedlander annulation of quinolines and their in silico molecular docking studies as histone deacetylase inhibitors [J].

Angajala, Gangadhara ;

Subashini, Radhakrishnan .

RSC ADVANCES, 2015, 5 (57) :45599-45610

[2]

[Anonymous], 2013, Patent, Patent No. [2395109(A1), 23951091]

[3]

[Anonymous], 2022, Patent, Patent No. [2739350C1, 2739350]

[4] Titania nanomaterials: efficient and recyclable heterogeneous catalysts for the solvent-free synthesis of poly-substituted quinolines via Friedlander hetero-annulation [J].

Bandyopadhyay, Prabal ;

Prasad, G. K. ;

Sathe, Manisha ;

Sharma, Pratibha ;

Kumar, Ashok ;

Kaushik, M. P. .

RSC ADVANCES, 2014, 4 (13) :6638-6645

[5] Synthesis of Pyridines and Quinolines by Heterogeneous Catalytic Condensation of Ammonia and Aniline with Glycerol and Its Isopropylidene Derivative [J].

Bayburtli, A. V. ;

Grigorieva, N. G. ;

Raskil'dina, G. Z. ;

Zlotsky, S. S. ;

Kutepov, B. I. .

DOKLADY CHEMISTRY, 2020, 490 (02) :32-35

[6]

Brahmayya M., 2012, J Appl Pharm Sci, V2, P041

[7] Silica supported phosphomolybdic acid: An efficient heterogeneous catalyst for Friedlander synthesis of quinolines [J].

Das, Biswanath ;

Krishnaiah, Martha ;

Laxminarayana, Keetha ;

Nandankumar, Duddukuri .

CHEMICAL & PHARMACEUTICAL BULLETIN, 2008, 56 (07) :1049-1051

[8] Recent developments in the synthesis and biological activity of acridine/acridone analogues [J].

Gensicka-Kowalewska, Monika ;

Cholewinski, Grzegorz ;

Dzierzbicka, Krystyna .

RSC ADVANCES, 2017, 7 (26) :15776-15804

[9] The Friedlander reaction: A powerful strategy for the synthesis of heterocycles [J].

Ghobadi, Nazanin ;

Nazari, Niousha ;

Gholamzadeh, Parisa .

ADVANCES IN HETEROCYCLIC CHEMISTRY, VOL 132, 2020, 132 :85-134

[10]

Gordon AJ., 1972, CHEM COMPANION

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