Clay/APTS/Fe3O4 Magnetic Nanoparticles-A Novel and Highly Efficient Catalyst for the Synthesis of 4H,5H-Pyrano[3,2-c]chromenes

被引：0

作者：

Nazarifar, M. R. ^{[1
]}

Rahpaima, G. ^{[1
]}

机构：

[1] Islamic Azad Univ, Dept Chem, Lamerd Branch, Lamerd 7434155388, Iran

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 59卷 / 12期

关键词：

multicomponent reaction; 3,4-dihydropyrano[c]chromene; nanoclay; heterogeneous catalyst; Fe3O4 magnetic nanoparticles; green chemistry; MULTICOMPONENT REACTIONS; DERIVATIVES; BISCOUMARIN; GREEN; WATER;

D O I：

10.1134/S1070428023120175

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Dihydropyrano[3,2-c]chromene derivatives have been synthesized by the one-pot three-component reaction of various aromatic aldehydes, malononitrile, and 4-hydroxycoumarin in aqueous ethanol (1:1) in the presence of Clay/APTS/Fe3O4 (cloisite-Na+/3-aminopropyltriethoxysilane/Fe3O4) magnetic nanoparticles as a novel catalyst. The structure of all products was elucidated by their FT-IR and H-1 NMR analysis. This one-pot three-component protocol provides an efficient improved pathway for the synthesis of chromenes in terms of short reaction times and simple experimental and workup procedures.

引用

页码：2195 / 2199

页数：5

共 28 条

[1] What do we know about multicomponent reactions? Mechanisms and trends for the Biginelli, Hantzsch, Mannich, Passerini and Ugi MCRs
Alvim, Haline G. O.
da Silva Junior, Eufranio N.
Neto, Brenno A. D.
[J]. RSC ADVANCES, 2014, 4 (97): : 54282 - 54299
[2] One-Pot Multicomponent Solvent-Free Synthesis of 2-Amino-4H-benzo[b]pyrans Catalyzed by Per-6-amino-β-cyclodextrin
Azath, Ismail Abulkalam
Puthiaraj, Pillaiyar
Pitchumani, Kasi
[J]. ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2013, 1 (01): : 174 - 179
[3] Antitumor agents. 3. Design, synthesis, and biological evaluation of new pyridoisoquinolindione and dihydrothienoquinolindione derivatives with potent cytotoxic activity
Bolognese, A
Correale, G
Manfra, M
Lavecchia, A
Mazzoni, O
Novellino, E
La Colla, P
Sanna, G
Loddo, R
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 2004, 47 (04) : 849 - 858
[4] SYNTHESIS AND PHARMACOLOGICAL ACTIVITY OF 2-OXO-(2H) 1-BENZOPYRAN-3-CARBOXAMIDE DERIVATIVES
BONSIGNORE, L
LOY, G
SECCI, D
CALIGNANO, A
[J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1993, 28 (06) : 517 - 520
[5] Studies on Preparation of Photosensitizer Loaded Magnetic Silica Nanoparticles and Their Anti-Tumor Effects for Targeting Photodynamic Therapy
Chen, Zhi-Long
Sun, Yun
Huang, Peng
Yang, Xiao-Xia
Zhou, Xing-Ping
[J]. NANOSCALE RESEARCH LETTERS, 2009, 4 (05): : 400 - 408
[6] Recent developments in isocyanide based multicomponent reactions in applied chemistry
Dömling, A
[J]. CHEMICAL REVIEWS, 2006, 106 (01) : 17 - 89
[7] Megistoquinones I and II, two quinoline alkaloids with antibacterial activity from the bark of Sarcomelicope megistophylla
Fokialakis, N
Magiatis, P
Chinou, I
Mitaku, S
Tillequin, F
[J]. CHEMICAL & PHARMACEUTICAL BULLETIN, 2002, 50 (03) : 413 - 414
[8] Ghorbani-Vaghei R, 2011, J BRAZIL CHEM SOC, V22, P905
[9] Controlled Rupture of Magnetic Polyelectrolyte Microcapsules for Drug Delivery
Hu, Shang-Hsiu
Tsai, Chia-Hui
Liao, Chen-Fu
Liu, Dean-Mo
Chen, San-Yuan
[J]. LANGMUIR, 2008, 24 (20) : 11811 - 11818
[10] In vivo magnetic resonance detection of cancer by using multifunctional magnetic nanocrystals
Huh, YM
Jun, YW
Song, HT
Kim, S
Choi, JS
Lee, JH
Yoon, S
Kim, KS
Shin, JS
Suh, JS
Cheon, J
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (35) : 12387 - 12391

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