Nano-Fe₃O₄–Cysteine as a Superior Catalyst for the Synthesis of Indeno[1,2-c]pyrazol-4(1H)-ones

References

• G. Saidachary, K. Veera Prasad, D. Divya, A. Singh, U. Ramesh, B. Sridhar, and B. China. Raju, “Convenient One-Pot Synthesis, Anti-Mycobacterial and Anticancer Activities of Novel Benzoxepinoisoxazolones and Pyrazolones,” European Journal of Medicinal Chemistry 76 (2014): 460–9.
   PubMed Web of Science ®Google Scholar
• A. Indrasena, S. Riyaz, P. L. Mallipeddi, P. Padmaja, B. Sridhar, and P. K. Dubey, “Design, Synthesis, and Biological Evaluation of Indolylidinepyrazolones as Potential Anti-Bacterial Agents,” Tetrahedron Letters 55, no. 36 (2014): 5014–8.
   Web of Science ®Google Scholar
• N. A. Khalil, E. M. Ahmed, K. O. Mohamed, Y. M. Nissan, and S. A. B. Zaitone, “Synthesis and Biological Evaluation of New Pyrazolone–Pyridazine Conjugates as Anti-Inflammatory and Analgesic Agents,” Bioorganic and Medicinal Chemistry 22, no. 7 (2014): 2080–9.
   PubMed Web of Science ®Google Scholar
• O. Mazimba, K. Wale, D. Loeto, and T. Kwape, “Antioxidant and Antimicrobial Studies on Fused-Ring Pyrazolones and Isoxazolones,” Bioorganic and Medicinal Chemistry 22, no. 23 (2014): 6564–9.
   PubMed Web of Science ®Google Scholar
• K. K. Sivakumar, A. Rajasekaran, P. Senthilkumar, and P. P. Wattamwar, “Conventional and Microwave Assisted Synthesis of Pyrazolone Mannich Bases Possessing Anti-Inflammatory, Analgesic, Ulcerogenic Effect and Antimicrobial Properties,” Bioorganic and Medicinal Chemistry Letters 24, no. 13 (2014): 2940–4.
   PubMed Web of Science ®Google Scholar
• S. Mor and S. Sindhu, “Synthesis, Type II Diabetes Inhibitory Activity, Antimicrobial Evaluation and Docking Studies of Indeno[1,2-c]Pyrazol-4(1H)-Ones,” Medicinal Chemistry Research : An International Journal for Rapid Communications on Design and Mechanisms of Action of Biologically Active Agents 29, no. 1 (2020): 46–62.
   PubMed Web of Science ®Google Scholar
• S. Mor, R. Mohil, S. Nagoria, A. Kumar, K. Lal, D. Kumar, and V. Singh, “Regioselective Synthesis, Antimicrobial Evaluation and QSAR Studies of Some 3-Aryl-1-Heteroarylindeno[1,2-c]Pyrazol-4(1H)-Ones,” Journal of Heterocyclic Chemistry 54, no. 2 (2017): 1327–41.
   Web of Science ®Google Scholar
• S. A. F. Rostom, “Synthesis and In Vitro Antitumor Evaluation of Some Indeno[1,2-c]-Pyrazol(in)es Substituted with Sulfonamide, Sulfonylurea(-Thiourea)Pharmacophores, and Some Derived Thiazole Ring Systems,” Bioorganic and Medicinal Chemistry 14, no. 19 (2006): 6475–85.
   PubMed Web of Science ®Google Scholar
• M. J. Ahsan, H. Khalilullah, J. P. Stables, and J. Govindasamy, “Synthesis and Anticonvulsant Activity of 3a,4-Dihydro-3H-Indeno[1,2-c]Pyrazole-2-Carboxamide/Carbothioamide Analogues,” Journal of Enzyme Inhibition and Medicinal Chemistry 28, no. 3 (2013): 644–50.
   PubMed Web of Science ®Google Scholar
• K. Singh, P. K. Sharma, S. N. Dhawan, and S. P. Singh, “Synthesis and Characterisation of Some Novel Indeno[1,2-c]Pyrazoles,” Journal of Chemical Research 2005, no. 8 (2005): 526–9.
   Google Scholar
• K. Singh, “Applications of Indan-1,3-Dione in Heterocyclic Synthesis,” Current Organic Synthesis 13, no. 3 (2016): 385–407.
   Web of Science ®Google Scholar
• N. Kaur, A. Kumar, and K. Singh, “Synthesis of Novel Indenopyrimidine Sulfonamides from Indenopyrimidine-2-Amines via S–N Bond Formation,” Polycyclic Aromatic Compounds. doi: https://doi.org/10.1080/10406638.2020.1809470
   Web of Science ®Google Scholar
• S. Mor, S. Sindhu, S. Nagoria, M. Khatri, P. Garg, H. Sandhu, and A. Kumar, “Synthesis, Biological Evaluation, and Molecular Docking Studies of Some N‐Thiazolyl Hydrazones and Indenopyrazolones,” Journal of Heterocyclic Chemistry 56, no. 5 (2019): 1622–33.
   Web of Science ®Google Scholar
• H. Zang, Q. Su, Y. Mo, and B. Cheng, “Ionic Liquid Under Ultrasonic Irradiation Towards a Facile Synthesis of Pyrazolone Derivatives,” Ultrasonics Sonochemistry 18, no. 1 (2011): 68–72.
   PubMed Web of Science ®Google Scholar
• S. Sobhani, A. R. Hasaninejad, M. F. Maleki, and Z. P. Parizi, “Tandem Knoevenagel–Michael Reaction of 1-Phenyl-3-Methyl-5-Pyrazolone with Aldehydes Using 3-Aminopropylated Silica Gel as an Efficient and Reusable Heterogeneous Catalyst,” Synthetic Communications, 42, no. 15 (2012): 2245–55.
   Web of Science ®Google Scholar
• W. Wang, S. X. Wang, X. Y. Qin, and J. T. Li, “Reaction of Aldehydes and Pyrazolones in the Presence of Sodium Dodecyl Sulfate in Aqueous Media,” Synthetic Communications 35, no. 9 (2005): 1263–9.
   Web of Science ®Google Scholar
• K. Niknam, D. Saberi, M. Sadegheyan, and A. Deris, “Silica-Bonded S-Sulfonic Acid: An Efficient and Recyclable Solid Acid Catalyst for the Synthesis of 4, 4′-(Arylmethylene) Bis (1H-Pyrazol-5-Ols),” Tetrahedron Letters 51, no. 4 (2010): 692–4.
   Web of Science ®Google Scholar
• A. M. Akondi, M. L. Kantam, R. Trivedi, J. Bharatam, S. P. B. Vemulapalli, S. K. Bhargava, S. K. Buddana, and R. S. Prakasham, “Ce/SiO2 Composite as an Efficient Catalyst for the Multicomponent One-Pot Synthesis of Substituted Pyrazolones in Aqueous Media and Their Antimicrobial Activities,” Journal of Molecular Catalysis A: Chemical 411 (2016): 325–36.
   Google Scholar
• J. Safaei-Ghomi, R. Aghagoli, and H. Shahbazi-Alavi, “Synthesis of Hexahydro-4-Phenylquinoline-3-Carbonitriles Using Fe3O4@SiO2-SO3H Nanoparticles as a Superior and Retrievable Heterogeneous Catalyst Under Ultrasonic Irradiations,” Zeitschrift Für Naturforschung B 73, no. 5 (2018): 269–74.
   Google Scholar
• A. Khojastehnezhad, F. Moeinpour, and A. Javid, “NiFe2O4@SiO2–PPA Nanoparticle: A Green Nanocatalyst for the Synthesis of β-Acetamido Ketones,” Polycyclic Aromatic Compounds 39, no. 5 (2019): 404–12.
   Web of Science ®Google Scholar
• J. Safaei-Ghomi, M. R. Lashkari, and H. Shahbazi-Alavi, “Synthesis of Bis-Spiropiperidines Using Nano-CuFe2O4@ Chitosan as a Robust and Retrievable Heterogeneous Catalyst,” Journal of Chemical Research 41, no. 7 (2017): 416–9.
   Google Scholar
• R. Wu, Y. Xie, and C. Deng, “Thiol-Ene Click Synthesis of l-Cysteine-Bonded Zwitterionic Hydrophilic Magnetic Nanoparticles for Selective and Efficient Enrichment of Glycopeptides,” Talanta 160, (2016): 461–9.
   PubMed Web of Science ®Google Scholar
• F. Bahrami, F. Panahi, F. Daneshgar, R. Yousefi, M. B. Shahsavani, and A. Khalafi-Nezhad, “Synthesis of New α-Aminophosphonate Derivatives Incorporating Benzimidazole, Theophylline and Adenine Nucleobases Using l-Cysteine Functionalized Magnetic Nanoparticles (LCMNP) as Magnetic Reusable Catalyst: Evaluation of Their Anticancer Properties,” RSC Advances 6, no. 7 (2016): 5915–24.
   Web of Science ®Google Scholar
• Daniela F. Enache, Eugenia Vasile, Claudia M. Simonescu, Anca Răzvan, Alina Nicolescu, Aurelia-Cristina Nechifor, Ovidiu Oprea, Rodica-Elena Pătescu, Cristian Onose, and Florina Dumitru, “Cysteine-Functionalized Silica-Coated Magnetite Nanoparticles as Potential Nanoadsorbents,” Journal of Solid State Chemistry 253 (2017): 318–28.
   Web of Science ®Google Scholar
• I. Yavari, S. Seyfi, and S. Skoulika, “A Convenient Synthesis of Functionalized Indenopyrazolones from Indan‐1,2,3‐Trione, Benzaldehydes, and Phenylhydrazine,” Helvetica Chimica Acta 95, no. 9 (2012): 1581–5.
   Web of Science ®Google Scholar
• M. V. Pilipecz, Z. Mucsi, P. Nemes, and P. Scheiber, “Chemistry of Nitroenamines. Synthesis of Pyrrolizine Derivatives,” Heterocycles 71, no. 9 (2007): 1919–28.
   Web of Science ®Google Scholar
• G. Lobo, E. Zuleta, K. Charris, M. V. Capparelli, A. Briceno, J. Angel, and J. Charris, “Synthesis and Crystal Structure of (4bRS,9bRS)-5-(2,4-Dimethoxyphenyl)-4b,9b-7,7-Dimethyldihydroxy-4b,5,6,7,8,9b-Hexahydroindeno[1,2-b]Indole-9,10-Dione,” Journal of Chemical Research 35, no. 4 (2011): 222–4.
   Google Scholar