An Efficient Eco-Friendly Synthesis of Pyran Annulated Heterocyclic Systems under Conventional Heating and Microwave Irradiation in Solvent-Free Conditions

References

• Niknam, K., N. Borazjani, R. Rashidian, and A. Jamali. “Silica‐Bonded N‐propylpiperazine Sodium N‐propionate as Recyclable Catalyst for Synthesis of 4H‐Pyran Derivatives.” Chin. J. Catalysis 34 (2013): 2245–54.
   Web of Science ®Google Scholar
• Kappe, C. O. “Controlled Microwave Heating in Modern Organic Synthesis.” Angew. Chem. Int. Ed. 43 (2004): 6250–84.
   PubMed Web of Science ®Google Scholar
• Garella, D., E. Borretto, A. Di Stilo, K. Martina, G. Cravotto, and P. Cintas. “Microwave-Assisted Synthesis of N-heterocycles in Medicinal Chemistry.” Med. Chem. Commun. 4 (2013): 1323–43.
   Web of Science ®Google Scholar
• Tietze, L. F. A. Modi. “Multicomponent Domino Reactions for the Synthesis of Biologically Active Natural Products and Drugs.” Med. Res. Rev. 20 (2000): 304–22.
   PubMed Web of Science ®Google Scholar
• Poli, G., G. Giambastiani, and A. Heumann. “Palladium in Organic Synthesis: Fundamental Transformations and Domino Processes.” Tetrahedron 56 (2000): 5959–5989.
   Web of Science ®Google Scholar
• Winkler, J. D. “Tandem Diels-Alder Cycloadditions in Organic Synthesis.” Chem. Rev. 96 (1996): 167–76.
   PubMed Web of Science ®Google Scholar
• Tietze, L. F. G. Kettschau. “Hetero Diels-Alder Reactions in Organic Chemistry.” Top. Curr. Chem. 189 (1997): 1–120.
   Web of Science ®Google Scholar
• Ellis, G. P. “2H- and 4H-I-Benzopyrans,” in The Chemistry of Heterocyclic Compounds Chromenes, Chromanes and Chromones, eds. A. Weissberger and E.C. Taylor (John Wiley, New York, NY, 1977), 11–139 (Chapter II).
   Google Scholar
• Hafez, E.A., M. H. Elnagdi, A. G. A. Elagemey, and F. M. A. A. El-Taweel. “Nitriles in Heterocyclic Synthesis: Novel Synthesis of Benzo[c]coumarin and of Benzo[c]pyrano[3,2-c]quinoline Derivatives.” Heterocycles 26 (1987): 903–7.
   Web of Science ®Google Scholar
• Narender, T., Shweta,  and S. Gupta. “A Convenient and Biogenetic Type Synthesis of Few Naturally Occurring Chromeno Dihydrochalcones and Their in Vitro Antileishmanial Activity.” Bioorg. Med. Chem. Lett. 14 (2004): 3913–16.
   PubMed Web of Science ®Google Scholar
• Asres, K., A. Seyoum, C. Veeresham, F. Bucar, and S. Gibbons. “Naturally Derived Anti-HIV Agents.” Phytother. Res. 19 (2005): 557–81.
   PubMed Web of Science ®Google Scholar
• Quan-Bin, H., Y. Nian-Yun, T. Hong-Lei, Q. Chun-Feng, S. Jing-Zheng, C. C. Donald, C. Shi-Lin, Q. L. Kathy, and X. Hong-Xi. “Xanthones with Growth Inhibition Against HeLa Cells from Garcinia Xipshuanbannaensis.” Phytochemistry 69 (2008): 2187–92.
   PubMed Web of Science ®Google Scholar
• Johnson, A. J., R. A. Kumar, S. A. Rasheed, S. P. Chandrika, A. Chandrasekhar, S. Baby, and A. Subramoniam. “Antipyretic, Analgesic, Anti-Inflammatory and Antioxidant Activities of Two Major Chromenes from Melicope Lunu-Ankenda.” J. Ethnopharmacol. 130 (2010): 267–71.
   PubMed Web of Science ®Google Scholar
• Skommer, J., D. Wlodkowic, M. Matto, M. Eray, and J. Pelkonen. “HA14-1, a Small Molecule Bcl-2 Antagonist, Induces Apoptosis and Modulates Action of Selected Anticancer Drugs in Follicular Lymphoma B Cells.” Leuk. Res. 30 (2006): 322–31.
   PubMed Web of Science ®Google Scholar
• Bruhlmann, C., F. Ooms, P. A. Carrupt, B. Testa, M. Catto, F. Leonetti, C. Altomare, and A. Carotti. “Coumarins Derivatives as Dual Inhibitors of Acetylcholinesterase and Monoamine Oxidase.” J. Med. Chem. 44 (2001): 3195–8.
   PubMed Web of Science ®Google Scholar
• Kesten, S. R., T. G. Heffner, S. J. Johnson, T. A. Pugsley, J. L. Wright, and D. L. Wise. “Design, Synthesis, and Evaluation of Chromen-2-ones as Potent and Selective Human Dopamine D4 Antagonists.” J. Med. Chem. 42 (1999): 3718–25.
   PubMedGoogle Scholar
• Shaabani, A., A. H. Rezayan, A. Sarvary, A. Rahmati, and H. R. Khavasi. “Pyridine Catalyzed Reaction of Tetracyanoethylene and Activated 1,3-Dicarbonyl CH-Acid Compounds: A Rapid and Efficient Synthesis of Pyran Annulated Heterocyclic Systems.” Catalysis Commun. 9 (2008): 1082–6.
   Web of Science ®Google Scholar
• Shaabani, A., A. H. Rezayan, A. Sarvary, and A. Rahmati. “Isocyanide-Catalyzed Reaction of Tetracyanoethylene and Activated 1,3-Dicarbonyl CH-Acid Compounds: A Rapid and Efficient Synthesis of Pyran Annulated Heterocyclic Systems.” Synth. Commun. 38 (2008): 274–81.
   Web of Science ®Google Scholar
• Shaabani, A., M. Mohammadpour Amini, S. Ghasemi, R. Ghadari, A. H. Rezayan, Y. Fazaeli, and Sh. Feizi. “Pyridine-Functionalized MCM-41 as an Efficient and Recoverable Catalyst for the Synthesis of Pyran Annulated Heterocyclic Systems.” Chem. Pharma. Bull. 58 (2010): 270–2.
   PubMed Web of Science ®Google Scholar
• Babakhani, N., and S. Keshipoor. “TiO2 and TiO2 Nanoparticles as Efficient and Recoverable Catalysts for the Synthesis of Pyran Annulated Heterocyclic Systems.” Res. Chem. Interm. 39 (2013): 2401–6.
   Web of Science ®Google Scholar
• Khan, A. T., M. Lal, Sh. A. Md, and M. Khan. “One-Pot Three-Component Reaction for the Synthesis of Pyran Annulated Heterocyclic Compounds Using DMAP as a Catalyst.” Tetrahedron Lett. 52 (2011): 5327–32.
   Web of Science ®Google Scholar
• Bihani, M., P. P. Bora, Gh. Bez, and H. Askari. “Amberlyst A21: A Reusable Solid Catalyst for Green Synthesis of Pyran Annulated Heterocycles at Room Temperature.” Comptes Rendus Chimie 16 (2013): 419–26.
   Web of Science ®Google Scholar
• Yazdani Elah Abadi, A., M. T. Maghsoodlou, R. Heydari, and R. Mohebat. “An Efficient Four-Component Domino Protocol for the Rapid and Green Synthesis of Functionalized Benzo[a]pyrano[2,3-c]phenazine Derivatives Using Caffeine as a Homogeneous Catalyst.” Res. Chem. Intermed. 42 (2016): 1227–35.
   Web of Science ®Google Scholar
• Mohebat, R. E. Kafrizi. “A Facile One-Pot Synthesis and Heterocyclisation of (R)-2-Amino-3-((aroylcarbamothioyl)thio)propanoic Acids.” J. Chem. Res. 38 (2014): 172–4.
   Web of Science ®Google Scholar
• Mohebat, R., S. Naseri, and A. Hassanabadi. “One-Pot Synthesis of Highly Functionalised 1-Tosylpyrazolidines.” J. Chem. Res. 38 (2014): 175–7.
   Web of Science ®Google Scholar
• Mohebat, R. Gh. Mohammadian. “An Efficient One-Pot Synthesis of Bis-1-(aroyl)-3-(aryl)thiourea.” J. Chem. Res. 36 (2012): 626–8.
   Google Scholar
• Mohebat, R., M. Anary-Abbasinejad, S. Hajmohammadi, and A. Hassanabadi. “Three-Component Reaction of Triphenylphosphine, Acetylenic Esters, and 6-Aminouracil or 6-Amino- N,N′- dimethyluracil.” Synth. Commun. 43 (2013): 2833–40.
   Web of Science ®Google Scholar
• Mosslemin, M. H., R. Mohebat, M. barazandeh-doust, and H. Anaraki-Ardakani. “An Efficient One-Pot Synthesis of Trifluoromethyl-Substituted Cyclobutene Derivatives.” J. Chem. Res 34 (2010): 228–9.
   Google Scholar
• Balalaie, S., S. Ramezanpour, M. Bararjanian, and J. H. Gross. “DABCO-Catalyzed Efficient Synthesis of Naphthopyran Derivatives Via One-Pot Three-Component Condensation Reaction at Room Temperature.” Synth. Commun. 38 (2008): 1078–89.
   Web of Science ®Google Scholar
• Tahmassebi, D., J. A. Bryson, and S. I. Binz. “1,4-Diazabicyclo[2.2.2]octane as an Efficient Catalyst for a Clean, One-Pot Synthesis of Tetrahydrobenzo[b]pyran Derivatives Via Multicomponent Reaction in Aqueous Media.” Synth. Commun. 41 (2011): 2701–11.
   Web of Science ®Google Scholar
• Beheshtia, Y. S., M. Khorshidi, M. M. Heravi, and B. Baghernejad. “DABCO as an Efficient Catalyst for the Synthesis of 3‐Cyano208;2(1H)‐pyridinones and Their 2‐Imino analogues.” Eur. J. Chem. 1 (2010): 232–5.
   Google Scholar
• Hasaninejad, A. S. Firoozi. “One-Pot, Sequential Four-Component Synthesis of Benzo[c]pyrano[3,2-a]phenazine, Bis-benzo[c]pyrano[3,2-a]phenazine and Oxospiro Benzo[c]pyrano[3,2-a]phenazine Derivatives Using 1,4-Diazabicyclo[2.2.2]octane (DABCO) as an Efficient and Reusable Solid Base Catalyst.” Mol. Divers. 17 (2013): 499–513.
   PubMed Web of Science ®Google Scholar