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Journal of Materials Science
Published in: Journal of Materials Science 19/2017

27-06-2017 | Chemical routes to materials

One-pot multicomponent click synthesis of pyrazole derivatives using cyclodextrin-supported capsaicin nanoparticles as catalyst

Authors: Priya Arora, Jaspreet Kaur Rajput

Published in: Journal of Materials Science | Issue 19/2017

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Abstract

Facile and efficient methodology for one-pot multicomponent click synthesis of pyrazole derivatives by using phenyl hydrazine, malononitrile and varying degrees of substituted aldehydes has been described. As a recyclable heterogeneous catalyst, we used CPS-CDMNPs. The nanoparticles were prepared by two-step synthesis using co-precipitation and ultrasonication method for the synthesis of CDMNPs, and further capsaicin was deposited on CDMNPs by wet impregnation method. The catalyst can be recovered in a facile manner from the reaction mixture magnetically by applying magnet outside the flask. Moreover, this protocol features the shortest reaction time, simple procedure, high conversion and no tedious workup procedures.
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Literature
1.
Dar AM, Shamsuzzaman (2015) Review on the synthesis of pyrazole heterocycles. Nucl Med Radiat Ther 6:250–254
2.
Bekhit AA, Hymete A, Asfaw H, Bekhit AEA (2012) Synthesis and biological evaluation of some pyrazole derivatives as anti-malarial agents. Arch Pharm 345(2):147–154CrossRef
3.
Jamwal A, Javed A, Bhardwaj V (2013) A review on Pyrazole derivatives of pharmacological potential. J Pharm BioSci 3:114–123
4.
Du K, Mei Y, Cao X et al (2013) The synthesis of pyrazole derivatives based on glucose. Int J Chem Eng Appl 4:2011–2013
5.
Mert S, Kasimogullari R, Ok S (2014) A short review on pyrazole derivatives and their applications. J Postdoc Res 2:64–72
6.
Kumar KA, Jayaroopa P (2013) Pyrazoles: synthetic strategies and their pharmaceutical applications-an overview. Int J PharmTech Res 5:1473–1486
7.
Palermo V, Sathicq A, Liberto N et al (2016) Calix[n]arenes: active organocatalysts for the synthesis of densely functionalized piperidines by one-pot multicomponent procedure. Tetrahedron Lett 57:2049–2054CrossRef
8.
Welsch SJ, Umkehrer M, Ross G et al (2011) Pd II/IV catalyzed oxidative cyclization of 1, 6-enynes derived by Ugi-4-component reaction. Tetrahedron Lett 52:6295–6297CrossRef
9.
Dondoni A (2007) Triazole: the keystone in glycosylated molecular architectures constructed by a click reaction. Chem Asian J 2:700–708CrossRef
10.
Golas PL, Matyjaszewski K (2010) Marrying click chemistry with polymerization: expanding the scope of polymeric materials. Chem Soc Rev 39:1338–1354CrossRef
11.
Gawande MB, Goswami A, Asefa T et al (2015) Core-shell nanoparticles: synthesis and applications in catalysis and electrocatalysis. Chem Soc Rev 44:7540–7590CrossRef
12.
Ito A, Shinkai M, Honda H, Kobayashi T (2005) Medical application of functionalized magnetic nanoparticles. J Biosci Bioeng 100:1–11CrossRef
13.
Wang D, Astruc D (2014) Fast-growing field of magnetically recyclable nanocatalysts. Chem Rev 114:6949–6985CrossRef
14.
Gref R, Quellec P, Sanchez A et al (2001) Development and characterization of CyA-loaded poly (lactic acid)-poly (ethylene glycol) PEG micro- and nanoparticles. Comparison with conventional PLA particulate carriers. Eur J Pharm Biopharm 51:111–118CrossRef
15.
Dresco PA, Zaitsev VS, Gambino RJ, Chu B (1999) Preparation and properties of magnetite and polymer magnetite nanoparticles. Langmuir 15:1945–1951CrossRef
16.
Sinniah S, Mohamad S, Manan NSA (2015) Magnetite nanoparticles coated with β-cyclodextrin functionalized-ionic liquid: synthesis and its preliminary investigation as a new sensing material. Appl Surf Sci 357:543–550CrossRef
17.
Pralhad T, Rajendrakumar K (2004) Study of freeze-dried quercetin-cyclodextrin binary systems by DSC, FT-IR, X-ray diffraction and SEM analysis. J Pharm Biomed Anal 34:333–339CrossRef
18.
Yallapu MM, Jaggi M, Chauhan SC (2010) β-Cyclodextrin-curcumin self-assembly enhances curcumin delivery in prostate cancer cells. Colloids Surf B Biointerfaces 79:113–125CrossRef
19.
Goycoolea FM, Valle-Gallego A, Stefani R et al (2012) Chitosan-based nanocapsules: physical characterization, stability in biological media and capsaicin encapsulation. Colloid Polym Sci 290:1423–1434CrossRef
20.
Zhang Y, Huang Z, Omari-Siaw E et al (2016) Preparation and in vitro–in vivo evaluation of sustained-release matrix pellets of capsaicin to enhance the oral bioavailability. AAPS PharmSciTech 17:339–349CrossRef
21.
Arora P, Rajput JK, Singh H (2015) Nanostructured oxytyramine catalyst for the facile one-pot synthesis of cyclohexanecarbonitrile derivatives. RSC Adv 5:97212–97223CrossRef
22.
Singh H, Rajput JK, Arora P, Jigyasa J (2016) Role of (3-aminopropyl)tri alkoxysilanes in grafting of chlorosulphonic acid immobilized magnetic nanoparticles and their application as heterogeneous catalysts for the green synthesis of α-aminonitriles. RSC Adv 6:84658–84671CrossRef
23.
Reyes-Escogido M, Gonzalez-Mondragon EG, Vazquez-Tzompantzi E (2011) Chemical and pharmacological aspects of capsaicin. Molecules 16:1253–1270CrossRef
24.
Liu Y, Liu P, Su Z et al (2008) Attapulgite–Fe3O4 magnetic nanoparticles via co-precipitation technique. Appl Surf Sci 255:2020–2025CrossRef
25.
Chen L, Berry RM, Tam KC (2014) Synthesis of β-Cyclodextrin-modified cellulose nanocrystals (CNCs)@Fe3O4@SiO2 superparamagnetic nanorods. ACS Sustain Chem Eng 2:951–958CrossRef
26.
Domínguez-Martínez I, Meza-Márquez OG, Osorio-Revilla G et al (2014) Determination of capsaicin, ascorbic acid, total phenolic compounds and antioxidant activity of Capsicum annuum L. var. serrano by mid infrared spectroscopy (Mid-FTIR) and chemometric analysis. J Korean Soc Appl Biol Chem 57:133–142CrossRef
27.
Zhu J, Wang P, Lu M (2013) β-Cyclodextrin coated Fe3O4 nanoparticles: a simple preparation and application for selective oxidation of alcohols in water. J Braz Chem Soc 24:171–176CrossRef
28.
Khalfaoui M, Knani S, Hachicha MA, Lamine AB (2003) New theoretical expressions for the five adsorption type isotherms classified by BET based on statistical physics treatment. J Colloid Interface Sci 263:350–356CrossRef
29.
Gałuszka A, Migaszewski Z, Namieśnik J (2013) The 12 principles of green analytical chemistry and the SIGNIFICANCE mnemonic of green analytical practices. TrAC Trends Anal Chem 50:78–84CrossRef
30.
Srivastava M, Rai P, Singh J, Singh J (2013) An environmentally friendlier approach—ionic liquid catalysed, water promoted and grinding induced synthesis of highly functionalised pyrazole derivatives. RSC Adv 3:16994CrossRef
31.
Srivastava M, Rai P, Singh J, Singh J (2014) Efficient iodine-catalyzed one pot synthesis of highly functionalised pyrazoles in water. New J Chem 38:302–307CrossRef
32.
Nemati F, Nikkhah SH, Elhampour A (2015) An environmental friendly approach for the catalyst-free synthesis of highly substituted pyrazoles promoted by ultrasonic radiation. Chinese Chem Lett 26:1397–1399CrossRef
Metadata
Title
One-pot multicomponent click synthesis of pyrazole derivatives using cyclodextrin-supported capsaicin nanoparticles as catalyst
Authors
Priya Arora
Jaspreet Kaur Rajput
Publication date
27-06-2017
Publisher
Springer US
Published in
Journal of Materials Science / Issue 19/2017
Print ISSN: 0022-2461
Electronic ISSN: 1573-4803
DOI
https://doi.org/10.1007/s10853-017-1304-2

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