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Articles

Synthesis and Characterization of Betti Bases Derivatives via Green Mannich Reaction by NS-PCS and FHS as the Catalyst

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Pages 1470-1478 | Received 04 Feb 2018, Accepted 06 Dec 2018, Published online: 29 Jan 2019

References

  • C. Cardellicchio, M. A. M. Capozzi, and F. Naso, “The Betti Base: the Awakening of a Sleeping Beauty,” Tetrahedron: Asymmetry 21, no. 5 (2010): 507–17.
  • G. Roman, V. Năstasă, A.-C. Bostănaru, and M. Mareş, “Antibacterial Activity of Mannich Bases Derived from 2-naphthols, aromatic Aldehydes and Secondary Aliphatic Amines,” Bioorganic & Medicinal Chemistry Letters 26, no. 10 (2016): 2498–502.
  • P. K. Sahu, P. K. Sahu, D. Thavaselvam, A. M. Alafeefy, and D. D. Agarwal, “Synthesis and Evaluation of Antimicrobial Activity of 2-aminobenzothiazolomethyl Naphthol Derivatives,” Medicinal Chemistry Research 24, no. 2 (2015): 725–36.
  • S. Remillard, L. I. Rebhun, G. A. Howie, and S. M. Kupchan, “Antimitotic Activity of the Potent Tumor Inhibitor Maytansine,” Science (New York, NY) 189, no. 4207 (1975): 1002–05.
  • A. Y. Shen, C. T. Tsai, and C. L. Chen, “Synthesis and Cardiovascular Evaluation of N-Substituted 1-Aminomethyl-2-Naphthols,” European Journal of Medicinal Chemistry 34, no. 10 (1999): 877–82.
  • M. V. Reddy, G. D. Reddy, J. T. Kim, and Y. T. Jeong, “An Efficient and Green Synthesis of Highly Functionalized N-Methyl-2-nitro-aryl-1H-benzo[f]chromen-3-amine Derivatives under Catalyst-Free Conditions,” Tetrahedron 72, no. 41 (2016): 6484–91.
  • A. D. Raj, M. Jeeva, M. Shankar, R. Purusothaman, G. V. Prabhu, and I. V. Potheher, “Synthesis, Growth, Optical and DFT Calculation of 2-Naphthol Derived Mannich Base Organic Non Linear Optical Single Crystal for Frequency Conversion Applications,” Physica B: Condensed Matter 502 (2016): 45–56.
  • M. Kidwai, A. Jahan, and N. K. Mishra, “A Novel Method for the Synthesis of Tetrahydrobenzo[a]-Xanthen-11-one Derivatives Using Cerium(III) Chloride as a Highly Efficient Catalyst,” Comptes Rendus Chimie 15, no. 4 (2012): 324–30.
  • M. Nasr-Esfahani, M. Montazerozohori, and M. Taei, “Aluminatesulfonic Acid: Novel and Recyclable Nanocatalyst for Efficient Synthesis of Aminoalkyl Naphthols and Amidoalkyl Naphthols,” Comptes Rendus Chimie 19, no. 8 (2016): 986–94.
  • H. Y. Kim, S. Takizawa, and K. Oh, “Copper-Catalyzed Divergent Oxidative Pathways of 2-Naphthol Derivatives: Ortho-Naphthoquinones Versus 2-BINOLs,” Organic & Biomolecular Chemistry 14, no. 30 (2016): 7191–96.
  • B. Karmakar and J. Banerji, “A Competent Pot and Atom-Efficient Synthesis of Betti Bases over Nanocrystalline MgO Involving a Modified Mannich Type Reaction,” Tetrahedron Letters 52, no. 38 (2011): 4957–60.
  • S.-G. Wang, Q. Yin, C.-X. Zhuo, and S.-L. You, “Asymmetric Dearomatization of β-Naphthols Through an Amination Reaction Catalyzed by a Chiral Phosphoric Acid,” Angewandte Chemie 127, no. 2 (2015): 657–60.
  • S. D. Dindulkar, V. G. Puranik, and Y. T. Jeong, “Supported Copper Triflate as an Efficient Catalytic System for the Synthesis of Highly Functionalized 2-Naphthol Mannich Bases under Solvent Free Condition,” Tetrahedron Letters 53, no. 33 (2012): 4376–80.
  • A. R. Hajipour, Y. Ghayeb, N. Sheikhan, and A. E. Ruoho, “Brønsted Acidic Ionic Liquid as an Efficient and Reusable Catalyst for One-Pot Synthesis of 1-Amidoalkyl 2-Naphthols under Solvent-Free Conditions,” Tetrahedron Letters 50, no. 40 (2009): 5649–51.
  • S. A. R. Mulla, T. A. Salama, M. Y. Pathan, S. M. Inamdar, and S. S. Chavan, “Solvent-Free, Highly Efficient One-Pot Multi-Component Synthesis of 1-Amido- and 1-Carbamato-alkyl Naphthols/phenols Catalyzed by Ethylammonium Nitrate as Reusable Ionic Liquid under Neat Reaction Condition at Ambient Temperature,” Tetrahedron Letters 54, no. 7 (2013): 672–75.
  • S. Hojaghani, M. Hosaini Sadr, and A. Morsali, “Sonochemical Synthesis of Two New Copper(II) Complexes with Azo Ligands Derived from Anthranilic Acid and β-Naphtol,”Ultrasonics Sonochemistry 26 (2015): 305–11.
  • M. Esmaeilpour, J. Javidi, and M. Zandi, “Preparation and Characterization of Fe3O4@SiO2@PMA:AS an Efficient and Recyclable Nanocatalyst for the Synthesis of 1-Amidoalkyl-2-naphthols,” Materials Research Bulletin 55 (2014): 78–87.
  • H. Alinezhad, M. Tajbakhsh, M. Norouzi, S. Baghery, and M. Akbari, “Protic Pyridinium Ionic Liquid: As an Efficient, Green and Environmentally Friendly Catalyst for the One-Pot Synthesis of Amidoalkyl Naphthol Derivatives,” Comptes Rendus Chimie 17, no. 1 (2014): 7–11.
  • A. A. Deshmukh, S. D. Mhlanga, and N. J. Coville, “Carbon Spheres,” Materials Science and Engineering R 70 (2010): 1–28.
  • L. Qie, W.-M. Chen, Z.-H. Wang, Q.-G. Shao, X. Li, L.-X. Yuan, X.-L. Hu, W.-X. Zhang, and Y.-H. Huang, “Nitrogen-Doped Porous Carbon Nanofiber Webs as Anodes for Lithium Ion Batteries with a Superhigh Capacity and Rate Capability,” Advanced Materials (Deerfield Beach, Fla.) 24, no. 15 (2012): 2047–50.
  • J. Liang, X. Du, C. Gibson, X. W. Du, and S. Z. Qiao, “N-Doped Graphene Natively Grown on Hierarchical Ordered Porous Carbon for Enhanced Oxygen Reduction,” Advanced Materials (Deerfield Beach, Fla.) 25, no. 43 (2013): 6226–31.
  • K. Ranganathan, A. Morais, I. Nongwe, C. Longo, A. F. Nogueira, and N. J. Coville, “Study of Photoelectrochemical Water Splitting Using Composite Films Based on TiO2 Nanoparticles and Nitrogen or Boron Doped Hollow Carbon Spheres as Photoanodes,” Journal of Molecular Catalysis A: Chemical 422 (2016): 165–74.
  • Y. Sun, J. Wu, J. Tian, C. Jin, and R. Yang, “Sulfur-Doped Carbon Spheres as Efficient Metal-Free Electrocatalysts for Oxygen Reduction Reaction,” Electrochimica Acta 178 (2015): 806–12.
  • G. Xu, J. Han, B. Ding, P. Nie, J. Pan, H. Dou, H. Li, and X. Zhang, “Biomass-Derived Porous Carbon Materials with Sulfur and Nitrogen Dual-Doping for Energy Storage,” Green Chemistry 17, no. 3 (2015): 1668–74.
  • H. Geng, H. Ming, D. Ge, J. Zheng, and H. Gu, “Designed Fabrication of Fluorine-Doped Carbon Coated Mesoporous TiO2 Hollow Spheres for Improved Lithium Storage,” Electrochimica Acta 157 (2015): 1–7.
  • J.-Y. Shen, L. Zhang, J. Ren, J.-C. Wang, H.-C. Yao, and Z.-J. Li, “Highly Enhanced Acetone Sensing Performance of Porous C-Doped WO3 Hollow Spheres by Carbon Spheres as Templates,” Sensors and Actuators B: Chemical 239 (2017): 597–607.
  • J.-H. Zhang, J.-Y. Feng, T. Zhu, Z.-L. Liu, Q.-Y. Li, S.-Z. Chen, and C.-W. Xu, “Pd-Doped Urchin-Like MnO2-Carbon Sphere Three-Dimensional (3D) Material for Oxygen Evolution Reaction,” Electrochimica Acta 196 (2016): 661–69.
  • X. Yue, W. Sun, J. Zhang, F. Wang, Y. Yang, C. Lu, Z. Wang, D. Rooney, and K. Sun, “Macro-Mesoporous Hollow Carbon Spheres as Anodes for Lithium-ion Batteries with High Rate Capability and Excellent Cycling Performance,” Journal of Power Sources 331 (2016): 10–15.
  • L. Zhang, J. Jiang, C. Zhang, B. Wu, and F. Wu, “High-Rate Layered Lithium-Rich Cathode Nanomaterials for Lithium-Ion Batteries Synthesized with the Assist of Carbon Spheres Templates,” Journal of Power Sources 331 (2016): 247–57.
  • Q. Wang, R. Zou, W. Xia, J. Ma, B. Qiu, A. Mahmood, R. Zhao, Y. Yang, D. Xia, and Q. Xu, “Facile Synthesis of Ultrasmall CoS2 Nanoparticles within Thin N-Doped Porous Carbon Shell for High Performance Lithium-ion Batteries,” Small (Weinheim an Der Bergstrasse, Germany) 11, no. 21 (2015): 2511–17.
  • L. Fu, K. Tang, K. Song, P. A. van Aken, Y. Yu, and J. Maier, “Nitrogen Doped Porous Carbon Fibres as Anode Materials for Sodium Ion Batteries with Excellent Rate Performance,” Nanoscale 6, no. 3 (2014): 1384–89.
  • H.-g. Wang, Z. Wu, F.-l. Meng, D.-l. Ma, X.-l. Huang, L.-m. Wang, and X.-b. Zhang, “Nitrogen-Doped Porous Carbon Nanosheets as Low-Cost, High-Performance Anode Material for Sodium-ion Batteries,”ChemSusChem 6, no. 1 (2013): 56–60.
  • J. Qu, S. Lv, X. Peng, S. Tian, J. Wang, and F. Gao, “Nitrogen-Doped Porous “Green Carbon” Derived from Shrimp Shell: Combined Effects of Pore Sizes and Nitrogen Doping on the Performance of Lithium Sulfur Battery,” Journal of Alloys and Compounds 671 (2016): 17–23.
  • J. Lim, H.-G. Park, T.-W. Kim, D. Kim, and K.-S. Ha, “Promoted Rh Nanocrystal-Incorporated Carbon Sphere Catalysts for Higher Alcohol Synthesis,” Fuel 169 (2016): 25–32.
  • H. Veisi, J. Gholami, H. Ueda, P. Mohammadi, and M. Noroozi, “Magnetically Palladium Catalyst Stabilized by Diaminoglyoxime-functionalized Magnetic Fe3O4 Nanoparticles as Active and Reusable Catalyst for Suzuki Coupling Reactions,” Journal of Molecular Catalysis A: Chemical 396 (2015): 216–23.
  • F. Nemati, M. M. Heravi, and A. Elhampour, “Magnetic Nano-Fe3O4@TiO2/Cu2O Core-Shell Composite: An Efficient Novel Catalyst for the Regioselective Synthesis of 1,2,3-Triazoles Using a Click Reaction,” RSC Advances 5, no. 57 (2015): 45775–84.
  • J. A. Varnell, E. C. M. Tse, C. E. Schulz, T. T. Fister, R. T. Haasch, J. Timoshenko, A. I. Frenkel, and A. A. Gewirth. “Identification of Carbon-encapsulated Iron Nanoparticles as Active Species in Non-precious Metal Oxygen Reduction Catalysts,” Nature Communications 7 (2016): 12582.
  • Y. Han, C. Liu, J. Horita, and W. Yan, “Trichloroethene Hydrodechlorination by Pd-Fe Bimetallic Nanoparticles: Solute-Induced Catalyst Deactivation Analyzed by Carbon Isotope Fractionation,” Applied Catalysis B: Environmental 188 (2016): 77–86.
  • J. Shi, H. He, C. Long, and A. Li, “Nitrate Reduction by Chelating Resin-Supported Fe and Fe/Ni Nanoparticles: Comparison of Reactivity and Effect of Co-Existing Inorganic Anion,” Journal of Chemical Technology & Biotechnology 91 (2016): 212–18.
  • A. S. Crampton, M. D. Rötzer, F. F. Schweinberger, B. Yoon, U. Landman, and U. Heiz, “Ethylene Hydrogenation on Supported Ni, Pd and Pt Nanoparticles: Catalyst Activity, Deactivation and the d-Band Model,” Journal of Catalysis 333 (2016): 51–58.
  • C. Wang, J. Chen, X. Zhou, W. Li, Y. Liu, Q. Yue, Z. Xue, Y. Li, A. A. Elzatahry, Y. Deng, et al. “Magnetic Yolk-Shell Structured Anatase-Based Microspheres Loaded with Au Nanoparticles for Heterogeneous Catalysis,” Nano Research 8, no. 1 (2015): 238–45.
  • M. Taheri-Torbati, H. Eshghi, S. A. Rounaghi, A. Shiri, and M. Mirzaei, “Synthesis, Characterization and Application of Nitrogen–Sulfur-Doped Carbon Spheres as an Efficient Catalyst for the Preparation of Novel α-Aminophosphonates,” Journal of the Iranian Chemical Society 14, no. 9 (2017): 1971–82.
  • A. Khojastehnezhad, M. Rahimizadeh, H. Eshghi, F. Moeinpour, and M. Bakavoli, “Ferric Hydrogen Sulfate Supported on Silica-Coated Nickel Ferrite Nanoparticles as New and Green Magnetically Separable Catalyst for 1,8 Dioxodecahydroacridine Synthesis,” Chinese Journal of Catalysis 35, no. 3 (2014): 376–82.
  • A. Shahrisa, R. Teimuri-Mofrad, and M. Gholamhosseini-Nazari, “Synthesis of a New Class of Betti Bases by the Mannich-Type Reaction: Efficient, Facile, Solvent-Free and One-Pot Protocol,” Molecular Diversity 19, no. 1 (2015): 87–101.

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