Acid Treatment Halloysite Nanoclay: Eco-Friendly Heterogeneous Catalyst for the Synthesis of Pyrrole Derivatives †
Abstract
:1. Introduction
2. Experimental
2.1. General
2.2. Synthesis of Acid Treatment HNTs
2.3. General Procedure for the Synthesis of Pyrrole Derivatives 3a–e
3. Results and Discussion
4. Conclusions
Acknowledgments
References
- Liu, M.; Jia, Z.; Jia, D.; Zhou, C. Recent advance in research on halloysite nanotubes-polymer nanocomposite. Prog. Polym. Sci. 2014, 39, 1498–1525. [Google Scholar] [CrossRef]
- Maleki, A.; Hajizadeh, Z.; Firouzi-Haji, R. Eco-friendly functionalization of magnetic halloysite nanotube with SO3H for synthesis of dihydropyrimidinones. Microporous Mesoporous Mater. 2018, 259, 46–53. [Google Scholar] [CrossRef]
- Hajizadeh, Z.; Maleki, A. Poly (ethylene imine)-modified magnetic halloysite nanotubes: A novel, efficient and recyclable catalyst for the synthesis of dihydropyrano [2, 3-c] pyrazole derivatives. Mol. Catal. 2018, 460, 87–93. [Google Scholar] [CrossRef]
- Joo, Y.; Sim, J.H.; Jeon, Y.; Lee, S.U.; Sohn, D. Opening and blocking the inner-pores of halloysite. Chem. Commun. 2013, 49, 4519–4521. [Google Scholar] [CrossRef] [PubMed]
- Maleki, A.; Hajizadeh, Z.; Abbasi, H. Surface modification of graphene oxide by citric acid and its application as a heterogeneous nanocatalyst in organic condensation reaction. Carbon Lett. 2018, 27, 42–49. [Google Scholar]
- Azzam, R.A.; Mohareb, R.M. Multicomponent reactions of acetoacetanilide derivatives with aromatic aldehydes and cyanomethylene reagents to produce 4H-pyran and 1, 4-dihydropyridine derivatives with antitumor activities. Chem. Pharm. Bull. 2015, 63, 1055–1064. [Google Scholar] [CrossRef] [PubMed]
- van Leusen, A.M.; Siderius, H.; Hoogenboom, B.E.; Leusen, D. A new and simple synthesis of the pyrrole ring system from Michael acceptors and tosylmethylisocyanides. Tetrahedron Lett. 1972, 13, 5337–5340. [Google Scholar] [CrossRef]
- Roland, R.U.; Zeitler, K.; Müller, T.J.J. A Novel One-Pot Pyrrole Synthesis via a Coupling− Isomerization− Stetter− Paal− Knorr Sequence. Org. Lett. 2001, 3, 3297–3300. [Google Scholar]
- Maleki, A. Fe3O4/SiO2 nanoparticles: An efficient and magnetically recoverable nanocatalyst for the one-pot multicomponent synthesis of diazepines. Tetrahedron 2012, 68, 7827–7833. [Google Scholar] [CrossRef]
- Maleki, A. One-pot multicomponent synthesis of diazepine derivatives using terminal alkynes in the presence of silica-supported superparamagnetic iron oxide nanoparticles. Tetrahedron Lett. 2013, 54, 2055–2059. [Google Scholar] [CrossRef]
- Maleki, A. One-pot three-component synthesis of pyrido[2′,1′:2,3]imidazo[4,5-c]isoquinolines using Fe3O4@SiO2–OSO3H as an efficient heterogeneous nanocatalyst. RSC Adv. 2014, 4, 64169–64173. [Google Scholar] [CrossRef]
- Maleki, A. Green oxidation protocol: Selective conversions of alcohols and alkenes to aldehydes, ketones and epoxides by using a new multiwall carbon nanotube-based hybrid nanocatalyst via ultrasound irradiation. Ultrason. Sonochem. 2018, 40, 460–464. [Google Scholar] [CrossRef]
- Maleki, A.; Ghassemi, M.; Firouzi-Haji, R. Green multicomponent synthesis of four different classes of six-membered N-containing and O-containing heterocycles catalyzed by an efficient chitosan-based magnetic bionanocomposite. Pure Appl. Chem. 2018, 90, 387–394. [Google Scholar] [CrossRef]
- Maleki, A.; Ghalavand, R.; Firouzi-Haji, R. A novel and eco-friendly o-phenylendiamine stabilized on silica-coated magnetic nanocatalyst for the synthesis of indenoquinoline derivatives under ultrasonic assisted solvent-free conditions. Iran. J. Catal. 2018, 8, 221–229. [Google Scholar]
Publisher’s Note: MDPI stays neutral with regard to jurisdictional claims in published maps and institutional affiliations. |
© 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
Share and Cite
Maleki, A.; Hajizadeh, Z. Acid Treatment Halloysite Nanoclay: Eco-Friendly Heterogeneous Catalyst for the Synthesis of Pyrrole Derivatives. Proceedings 2019, 9, 17. https://doi.org/10.3390/ecsoc-22-05654
Maleki A, Hajizadeh Z. Acid Treatment Halloysite Nanoclay: Eco-Friendly Heterogeneous Catalyst for the Synthesis of Pyrrole Derivatives. Proceedings. 2019; 9(1):17. https://doi.org/10.3390/ecsoc-22-05654
Chicago/Turabian StyleMaleki, Ali, and Zoleikha Hajizadeh. 2019. "Acid Treatment Halloysite Nanoclay: Eco-Friendly Heterogeneous Catalyst for the Synthesis of Pyrrole Derivatives" Proceedings 9, no. 1: 17. https://doi.org/10.3390/ecsoc-22-05654
APA StyleMaleki, A., & Hajizadeh, Z. (2019). Acid Treatment Halloysite Nanoclay: Eco-Friendly Heterogeneous Catalyst for the Synthesis of Pyrrole Derivatives. Proceedings, 9(1), 17. https://doi.org/10.3390/ecsoc-22-05654