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Synthesis and Characterization of Highly Substituted Pyrazoles Using Silica-Phosphoric Acid Nanoparticles as a Recoverable Heterogeneous Solid Acid Catalyst


Affiliations
1 Department of Organic Chemistry, Faculty of Chemistry, University of Kashan, Kashan, Iran, Islamic Republic of
 

Highly substituted pyrazoles have been prepared by condensing 1,3-diketones and various hydrazine derivatives using silica-phosphoric acid nanoparticles (nano-SPA). This nano solid catalyst has been prepared by the reaction of nano silica chloride with dry phosphoric acid. This green methodology has advantages such as short reaction times, simple work-up, high efficiency, reusability of the catalyst and no use of any solvents.

Keywords

Highly Substituted Pyrazoles, Heterogeneous, Nano Silica-Phosphoric Acid, Solid Acid Catalyst.
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  • Loupy A, Topics in Curr Chem, Book Chapter, 206 (2008) 153.

  • Bamoniri A, Yaghmaeiyan N & Omidvar S M H, Results Chem, 5 (2023) 100853.

  • A Bamoniri, Yaghmaeiyan N & Sajadi S M, Results Chem, 5 (2023) 100870.

  • Bamoniri A, Mirjalili B F & Yaghmaeiyan N, J Nanostruct, 9 (2019) 219.

  • Bamoniri A, Delqavi L R & Yaghmaeiyan N, Indian J Chem B, 61 (2022) 599.

  • Yaghmaeiyan N, Mirzaei M & Delghavi R, Results Chem, 4 (2022) 100549.

  • Yaghmaeiyan N, Mirzaei M & Bamoniri A, Results Chem, 5 (2023) 100696.

  • Keinan E & Mazur Y, J Am Chem Soc, 99 (1977) 3861.

  • P Laszlo, Preparative chemistry using supported reagents, Academic Press: London, (1987).

  • K Smith, Solid support and catalysts in organic synthesis, Prentice Hall: Chichester, (1992).

  • Kabalka G W & Pagni R M, Tetrahedron, 53 (1997) 7999.

  • Schlögl R, Angew Chem Int Ed, 54 (2015) 3465.

  • Bell A, Science, 299 (2003) 1688.

  • Rothenberg G, Catalysis: concepts and green applications, Weinheim [Germany]: Wiley-VCH, (2008).

  • Ma Z & Zaera F, Heterogeneous Catalysis by Metals,R B King, Crabtree R H, Lukehart C M & Atwood D A, Eds, Encyclopedia of Inorganic Chemistry, John Wiley & Sons; Ltd, (2006).

  • Ansari A, Ali A, Asif M & Shamsuzzaman S, New J Chem, 41 (2016) 16.

  • Karrouchi K, Radi S, Ramli Y, Taoufik J, Mabkhot Y, AlAizari F & Ansar M, Molecules, 23, (2018) 134.

  • Fustero S, Sanchez-Rosello ́ M & Barrio P, Chem Rev, 111 (2011) 6984.

  • Gokhan-Kelekci N, Yabanoglu S, Kupeli E, Salgin U, Ozgen O, Ucar G, Yesilada E, Kendi E, Yesilada A & Bilgin A A, Bioorg Med Chem, 15 (2007) 5775.

  • Behr C L, Fusco R, Jarboe C H & Weissberger A, The chemistry of heterocyclic compounds, pyrazoles, pyrazolines, pyrazolidines, indazoles and condensed rings, Interscience Publishers: New York, (1967).

  • Rosiere C E & Grossman M I, Science, 113 (1951) 651.

  • Bailey D M, Hansen P E, Hlavac A G, Baizman E R, Pearl J, Defelice A F & Feigenson M E, J Med Chem, 28 (1985) 256.

  • Leenen F H H, Smith D L & Unger B W P, J Clin Pharmacol, 26 (1988) 481.

  • Mahajan R N, Havaldar F H & Fernandes P S, J Indian Chem Soc, 68 (1991) 245.

  • Lin R, Chiu G, Yu Y, Connolly P J, Li S, Lu Y & Adams M, Bioorg Med Chem Lett, 17 (2007) 4557.

  • Barcelo M, Ravina E, Masaguer C F, Domínuez E, Areias F M, Brea J & Loza M, Bioorg Med Chem Lett, 17 (2007) 4873.

  • Farag A M, Mayhoub A S, Barakat S E & Bayomi A H, Bioorg Med Chem, 16 (2008) 4569.

  • Larsen J D, Zahran M A, Pedersen E B & Nielsen C, Monatsh Chem, 130 (1999) 1167.

  • Chauhan P M S, Singh S & Chatterjee R K, Indian J Chem B, 32 (1993) 858.

  • Genin M J, Biles C, Keiser B J, Poppe S M, Swaney S M, Tarpley W G, Yagi Y & Romero D L, J Med Chem, 43 (2000) 1034.

  • Sasmal P K, Reddy D S, Talwar R, Venkatesham B, Balasubrahmanyam D, Kannan M & Chakrabarti R, Bioorg Med Chem Lett, 21 (2011) 562.

  • Ravinet-Trillou C, Delgorge C, Menet C, Arnone M & Soubrie P, Int J Obes, 28 (2004) 640.

  • Munro S, Thomas K L & Abu-Shaar M, Nat Cell Biol, 365 (1993) 61.

  • Herkenham M, Lynn A B, Little M D, Johnson M R, Melvin L S, de Costa B R & Rice K C, Proc Natl Acad Sci USA, 87 (1990) 1932.

  • Howlet A C, Dis, 5 (1998) 405.

  • Asproni B, Murineddu G, Corona P & Pinna G A, Molecules, 26 (2021) 2126.

  • Lamberth C, Heterocycles, 71 (2007) 1467.

  • Sasabe H & Kido J, Chem Mater, 23 (2011) 621.

  • Ojwach S O & Darkwa J, Inorg Chim Acta, 363 (2010) 1947.

  • Fustero S R, Roman J F X, Sanz-Cervera A, Simon F A C, Cunat S & Villanova M M, J Org Chem, 73 (2008) 3523.

  • Mirjalili B F, Bamoniri A & Akbari A, Chemija, 23 (2012) 250.

  • Maleki B & Ashrafi S S, RSC Adv, 4 (2014) 42873.

  • Musić S, Filipović-Vinceković N & Sekovanić L, Brazil J Chem Eng, 28 (2011) 89.

  • Bamoniri A, Mirjalili B F, Jafari A A & Abasaltian F, Iranian J Catal, 2 (2012) 75.

  • Sreekumar R & Padmakumar R, Synth Commun, 28 (1998) 1661.

  • Wang Z & Qin H, Green Chem, 6 (2004) 90.

  • Polshettiwar V & Varma R S, Tetrahedron Lett, 49 (2008) 397.

  • Xiong W, Chen J X, Liu M C, Ding J C, Wu H Y & Su W K, J Braz Chem Soc, 20 (2009) 367.

  • Curini M, Rosati O, Campagna V, Montanari F, Cravotto G & Boccalini M, Synlett, 19 (2005) 2927.

  • Emtiazi H, Amrollahi M A & Mirjalili B B F, Arabian J Chem, 8 (2015) 793.


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  • Synthesis and Characterization of Highly Substituted Pyrazoles Using Silica-Phosphoric Acid Nanoparticles as a Recoverable Heterogeneous Solid Acid Catalyst

Abstract Views: 127  |  PDF Views: 74

Authors

Abdolhamid Bamoniri
Department of Organic Chemistry, Faculty of Chemistry, University of Kashan, Kashan, Iran, Islamic Republic of
Nahid Yaghmaeiyan
Department of Organic Chemistry, Faculty of Chemistry, University of Kashan, Kashan, Iran, Islamic Republic of
Somayeh Khaje
Department of Organic Chemistry, Faculty of Chemistry, University of Kashan, Kashan, Iran, Islamic Republic of

Abstract


Highly substituted pyrazoles have been prepared by condensing 1,3-diketones and various hydrazine derivatives using silica-phosphoric acid nanoparticles (nano-SPA). This nano solid catalyst has been prepared by the reaction of nano silica chloride with dry phosphoric acid. This green methodology has advantages such as short reaction times, simple work-up, high efficiency, reusability of the catalyst and no use of any solvents.

Keywords


Highly Substituted Pyrazoles, Heterogeneous, Nano Silica-Phosphoric Acid, Solid Acid Catalyst.

References