Synthesis of 5,8-Diaryl-5,7,8,9-Tetrahydropyrimido[5,4-e]Tetrazolo[1,5-a]Pyrimidin-6(4H)-One Derivatives Catalyzed by MNPs@SiO₂-Pr-AP as a New Efficient Reusable Nanomagnetic Catalyst

References

• B. B. Toure, and D. G. Hall, “Natural Product Synthesis Using Multicomponent Reaction Strategies,” Chemical Reviews 9, no. 109 (2009): 4439.
   Google Scholar
• G. Balme, E. Bossharth, and N. Monteiro, “Pd-Assisted Multicomponent Synthesis of Heterocycles,” European Journal of Organic Chemistry 2003, no. 21 (2003): 4101.
   Web of Science ®Google Scholar
• J. Zhu, “Recent Developments in the Isonitrile-Based Multicomponent Synthesis of Heterocycles,” European Journal of Organic Chemistry 2003, no. 7 (2003): 1133.
   Web of Science ®Google Scholar
• A. Domling, and I. Ugi, “Multicomponent Reactions with Isocyanides,” Angewandte Chemie 18, no. 39 (2000): 3168.
   Google Scholar
• S. Rostamnia, “In Situ Generation and Protonation of the Isocyanide/Acetylene Adduct: A Powerful Catalyst-Free Strategy for Multicomponent Synthesis of Ketenimines, Aza-Dienes, and Heterocycles,” RSC Advances 5, no. 117 (2015): 97044.
   Web of Science ®Google Scholar
• T. Zarganes-Tzitzikas, and A. Domling, “Modern Multicomponent Reactions for Better Drug Syntheses**,” Organic Chemistry Frontiers : An International Journal of Organic Chemistry 1, no. 7 (2014): 834
   PubMed Web of Science ®Google Scholar
• Y. M. Ren, Ch Cai, and R. Yang, “Molecular Iodine-Catalyzed Multicomponent Reactions: An Efficient Catalyst for Organic Synthesis,” RSC Advances 3, no. 20 (2013): 7182.
   Web of Science ®Google Scholar
• Yogesh C. Sharma, Bhaskar Singh, and John Korstad, “Advancements in Solid Acid Catalysts for Ecofriendly and Economically Viable Synthesis of Biodiesel,” Biofuels, Bioproducts and Biorefining 5, no. 1 (2011): 69.
   Web of Science ®Google Scholar
• B. Karimi, F. Mansouri, and H. M. Mirzaei, “Recent Applications of Magnetically Recoverable Nanocatalysts in CC and CX Coupling Reactions,” ChemCatChem 7, no. 12 (2015): 1736.
   Web of Science ®Google Scholar
• (a) A.H. Lu, E.L. Salabas, F. Schìth, Angew. Chem. Int. Ed. 2007, 46, 1222;
   Google Scholar
  (b) A.H. Lu, E.L. Salabas, F. Schìth, Angew. Chem. Int. 2007, 119, 1242.
   Google Scholar
• S. Laurent, D. Forge, M. Port, A. Roch, C. Robic, L. V. Elst, and R. N. Muller, “Magnetic Iron Oxide Nanoparticles: synthesis, Stabilization, Vectorization, Physicochemical Characterizations, and Biological applications,” Chemical Reviews 108, no. 6 (2008): 2064–110.
   PubMed Web of Science ®Google Scholar
• I. M. Lagoja, “Pyrimidine as Constituent of Natural Biologically Active Compounds,” Chemistry & Biodiversity 2, no. 1 (2005): 1.
   PubMed Web of Science ®Google Scholar
• Z. Qiya, H. HongXia, and W. Suhui, “Efficient and Facile Three-Component Reaction for the Synthesis of 2-Amine-4,6-diarylpyrimidine Under Solvent-Free Conditions” Synth commun 3, no. 39 (2009): 516.
   Google Scholar
• W. S. Shehab, and E. K. Mohamed, “Synthesis of Some New S-Glycosyl Pyrimidine and Condensed Pyrimidine Derivatives,” European Journal of Chemistry 3, no. 2 (2012): 241.
   Google Scholar
• A. R. Hajipour, Y. Ghayeb, N. Sheikhan, and A. E. Ruoho, “Brønsted Acidic Ionic Liquid as an Efficient and Reusable Catalyst for One-Pot, Three-Component Synthesis of Pyrimidinone Derivatives via Biginelli-Type Reaction under Solvent-Free Conditions,” Synthetic Communications 41, no. 15 (2011): 2226.
   Web of Science ®Google Scholar
• T. Ichikawa, T. Kitazaki, Y. Matsushita, H. Hosono, M. Yamada, M. Mizuno, and K. Itoh, “Optically Active Antifungal Azoles. XI. An Alternative Synthetic Route for 1-[(1R,2R)-2-(2,4-Difluorophenyl)-2-Hydroxy-1-Methyl-3-(1H-1,2,4-Triazol-1-yl)Propyl]-3-[4-(1H-1-Tetrazolyl)Phenyl]-2-Imidazolidinone (TAK-456) and Its Analog,” Chemical & Pharmaceutical Bulletin 48, no. 12 (2000): 1947.
   PubMed Web of Science ®Google Scholar
• T. Ichikawa, M. Yamada, M. Yamaguchi, T. Kitazaki, Y. Matsushita, K. Higashikawa, and K. Itoh, “Optically Active Antifungal Azoles. XIII. Synthesis of Stereoisomers and Metabolites of 1-[(1R,2R)-2-(2,4-Difluorophenyl)-2-Hydroxy-1-Methyl-3-(1H-1,2,4-Triazol-1-yl)Propyl]-3-[4-(1H-1-Tetrazolyl)Phenyl]-2-Imidazolidinone (TAK-456),” Chemical & Pharmaceutical BULLETIN 49, no. 9 (2001): 1110.
   PubMed Web of Science ®Google Scholar
• Y. Momose, T. Maekawa, H. Odaka, H. Ikeda, and T. Sohda, “Novel 5-Substituted-1H-Tetrazole Derivatives as Potent Glucose and Lipid Lowering Agents,” Chemical & Pharmaceutical Bulletin 50, no. 1 (2002): 100.
   PubMed Web of Science ®Google Scholar
• A. M. Hussein, and O. M. Ahmed, “Regioselective One-Pot Synthesis and anti-Proliferative and Apoptotic Effects of Some Novel Tetrazolo[1,5-a]Pyrimidine Derivatives,” Bioorganic & Medicinal Chemistry 18, no. 7 (2010): 2639
   PubMed Web of Science ®Google Scholar
• A. M. Dougherty, H. Guo, G. Westby, Y. Liu, E. Simsek, J. Guo, A. Mehta, P. Norton, B. Gu, T. Block, et al. “A Substituted Tetrahydro-Tetrazolo-Pyrimidine is a Specific and Novel Inhibitor of Hepatitis B Virus Surface Antigen Secretion,” Antimicrobial Agents and Chemotherapy 51, no. 12 (2007): 4427.,
   PubMed Web of Science ®Google Scholar
• D. Cantillo, B. Gutmann, and C. O. Kappe, “Mechanistic Insights on azide-nitrile cycloadditions: on the dialkyltin oxide-trimethylsilyl azide route and a new Vilsmeier-Haack-type organocatalyst ,” Journal of the American Chemical Society 133, no. 12 (2011): 4465
   PubMed Web of Science ®Google Scholar
• (a) R. Ghorbani-Vaghei, V. Izadkhah, J. Mahmoodi, “One-pot synthesis of pyran derivatives using silica-coated magnetic nanoparticles functionalized with piperidinium benzene-1,3-disulfonate as a new efficient reusable catalyst” Res. Chem. Intermed 4, no. 43 (2017): 2299;
   Google Scholar
  (b) R. Ghorbani-Vaghei, V. Izadkhah, J. Mahmoodi, “Silica-coated magnetic nanoparticles functionalized with piperidinium benzene-1,3-disulfonate: An efficient nanocatalyst in the synthesis of chromene derivatives,” Curr. Org. Synth. 1 no. 15 (2018): 1;
   Google Scholar
  (c) R. Ghorbani-Vaghei, J. Mahmoodi, A. Shahriari, Y. Maghbooli., Appl. Organomet. Chem., 2017: e3816.
   Google Scholar
• R. Ghorbani-Vaghei, S. Alavinia, Z. Merati, and V. Izadkhah, “MNPs@SiO2-Pr-AP: A new catalyst for the synthesis of 2-amino-4-aryl thiazole derivatives,” Applied Organomethallic Chemistry 3, no. 32 (2018): e4127.
   Google Scholar
• V. L. Gein, L. F. Gein, E. P. Tsyplyakova, and E. A. Rozova, “Synthesis of 6-Acyl-7-aryl-4,7-dihydrotetrazolo[1,5-a]pyrimidine-5-carboxylic acids and their methyl esters,” Russian Journal of Organic Chemistry 39, no. 5 (2003): 753.
   Web of Science ®Google Scholar
• M. V. Pryadeina, Ya V. Burgart, V. I. Saloutin, M. I. Kodess, E. N. Ulomskii, and V. L. Rusinov, “Synthesis of 7-Alkyl(Aryl)-6-Alkoxycarbonyl-5-Fluoroalkyl-1,2,4-Tri(Tetr)Azolo[1,5-a]Pyrimidines,” Russian Journal of Organic Chemistry 40, no. 6 (2004): 902.
   Web of Science ®Google Scholar
• T. Russ, J. W. Bats, and W. Ried, “Fused Tetrazolo[1,5-a]pyrimidines and 2-Azidopyrimidines from 2-Acyl-1,3-indandiones and 5-Aminotetrazole” Synthesis 8, no. 8 (1990): 721
   Google Scholar