{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,5,2]],"date-time":"2026-05-02T05:09:10Z","timestamp":1777698550035,"version":"3.51.4"},"reference-count":41,"publisher":"Frontiers Media SA","license":[{"start":{"date-parts":[[2021,9,1]],"date-time":"2021-09-01T00:00:00Z","timestamp":1630454400000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"content-domain":{"domain":["frontiersin.org"],"crossmark-restriction":true},"short-container-title":["Front. Chem."],"abstract":"<jats:p>Nanomagnetic dapsone-Cu supported on the silica-coated Fe<jats:sub>3<\/jats:sub>O<jats:sub>4<\/jats:sub> (Fe<jats:sub>3<\/jats:sub>O<jats:sub>4<\/jats:sub>@SiO<jats:sub>2<\/jats:sub>-pr@dapsone-Cu) nanocomposite was synthesized and characterized by Fourier transform infrared (FT-IR), energy-dispersive X-ray (EDX), X-ray diffraction (XRD), field emission scanning electron microscope (FE-SEM), transmission electron microscopy (TEM), zeta potential, vibrating sample magnetometer (VSM), and thermogravimetric analysis (TGA). This newly synthesized nanocomposite was chosen to act as a green, efficient, and recyclable Lewis acid for the multicomponent synthesis of new derivatives of pyrano[3,2-c]chromene-diones through the reaction of aromatic aldehydes, indandione, and 4-hydroxycoumarin in water. All of the synthesized compounds are new and are recognized by FT-IR, NMR, and elemental analysis; this avenue is new and has advantages such as short reaction times, high productivity, economical synthesis, and use of green solvent, H<jats:sub>2<\/jats:sub>O, as a medium. The catalyst is magnetically recoverable and can be used after six runs without a decrease in the efficiency.<\/jats:p>","DOI":"10.3389\/fchem.2021.720555","type":"journal-article","created":{"date-parts":[[2021,9,3]],"date-time":"2021-09-03T23:45:14Z","timestamp":1630712714000},"update-policy":"https:\/\/doi.org\/10.3389\/crossmark-policy","source":"Crossref","is-referenced-by-count":4,"title":["Green Synthesis of New Category of Pyrano[3,2-c]Chromene-Diones Catalyzed by Nanocomposite as Fe3O4@SiO2-Propyl Covalented Dapsone-Copper Complex"],"prefix":"10.3389","volume":"9","author":[{"given":"Leila","family":"Zare Fekri","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1965","published-online":{"date-parts":[[2021,9,1]]},"reference":[{"key":"B1","doi-asserted-by":"publisher","first-page":"75","DOI":"10.1016\/j.cclet.2016.06.022","article-title":"Preparation of a Novel, Efficient, and Recyclable Magnetic Catalyst,\u03b3-Fe2O3@HAp-Ag Nanoparticles, and a Solventand Halogen-free Protocol for the Synthesis of Coumarin Derivatives","volume":"28","author":"Abbasi","year":"2017","journal-title":"Chin. Chem. Lett."},{"key":"B2","doi-asserted-by":"publisher","first-page":"39","DOI":"10.1177\/095632020201300104","article-title":"Coumarins and Pyranocoumarins, Potential Novel Pharmacophores for Inhibition Ofmeasles Virus Replication","volume":"17","author":"Barnard","year":"2002","journal-title":"Antivir. Chem. Chemother."},{"key":"B3","doi-asserted-by":"publisher","first-page":"3321","DOI":"10.1002\/1521-3765(20000915)6:18<3321:aid-chem3321>3.0.co;2-a","article-title":"Maximizing Synthetic Efficiency: Multi-Component Transformations lead the Way","volume":"6","author":"Bienaym\u00e9","year":"2000","journal-title":"Chem. Eur. J."},{"key":"B4","doi-asserted-by":"publisher","first-page":"306","DOI":"10.1016\/S1367-5931(02)00328-9","article-title":"Recent Advances in Isocyanide-Based Multicomponent Chemistry","volume":"6","author":"D\u00f6mling","year":"2002","journal-title":"Curr. Opin. Chem. Biol."},{"key":"B5","doi-asserted-by":"publisher","first-page":"3168","DOI":"10.1002\/1521-3773(20000915)39:18<3168:AID-ANIE3168>3.0","article-title":"Multicomponent Reactions with Isocyanides","volume":"39","author":"D\u00f6mling","year":"2000","journal-title":"Angew. Chem. Int. Ed."},{"key":"B6","doi-asserted-by":"publisher","first-page":"263","DOI":"10.17344\/acsi.2015.2096","article-title":"1,4-Diazaniumbicyclo[2.2.2]octane Diacetate: As an Effective, New and Reusable Media for the Synthesis of 14-Aryl-14h-Dibenzo[a,j]xanthenes","volume":"63","author":"Fekri","year":"2016","journal-title":"Acta Chim. Slov"},{"key":"B7","doi-asserted-by":"publisher","first-page":"1167","DOI":"10.1002\/jhet.2686","article-title":"KIT-6 Mesoporous Silica-Coated Magnetite Nanoparticles: A Highly Efficient and Easily Reusable Catalyst for the Synthesis of Benzo[d]imidazole Derivatives","volume":"54","author":"Fekri","year":"2017","journal-title":"J. Hetero. Chem."},{"key":"B8","doi-asserted-by":"publisher","first-page":"22313","DOI":"10.1039\/C8RA02572J","article-title":"Synthesis and Characterization of Amino Glucose-Functionalized Silica-Coated NiFe2O4 Nanoparticles: a Heterogeneous, New and Magnetically Separable Catalyst for the Solvent-free Synthesis of Pyrano[3,2-C]chromen-5(4h)-Ones","volume":"8","author":"Fekri","year":"","journal-title":"RSC Adv."},{"key":"B9","doi-asserted-by":"publisher","first-page":"60","DOI":"10.1016\/j.jorganchem.2018.07.008","article-title":"Synthesis and Characterization of Amino Glucose-Functionalized Silica-Coated NiFe2O4 Nanoparticles: A Heterogeneous, New and Magnetically Separable Catalyst for the Solvent-free Synthesis of 2,4,5\u2013trisubstituted Imidazoles","volume":"871","author":"Fekri","year":"","journal-title":"J. Orgmet. Chem."},{"key":"B10","doi-asserted-by":"publisher","first-page":"1825","DOI":"10.1134\/S107036321409031X","article-title":"Ultrasound-promoted Friedel-Crafts Acylation of Arenes and Cyclic Anhydrides Catalyzed by Ionic Liquid of [bmim]Br\/AlCl3","volume":"84","author":"Fekri","year":"2014","journal-title":"Russ. J. Gen. Chem."},{"key":"B11","doi-asserted-by":"publisher","first-page":"121232","DOI":"10.1016\/j.jorganchem.2020.121232","article-title":"Synthesis, Characterization and Application of Copper\/Schiff-Base Complex Immobilized on KIT-6-NH2 Magnetic Nanoparticles for the Synthesis of Dihydropyridines","volume":"915","author":"Fekri","year":"2020","journal-title":"J. Organomet. Chem."},{"key":"B12","doi-asserted-by":"publisher","first-page":"464","DOI":"10.2174\/1570179417666200430121809","article-title":"s-Proline Covalented Silicapropyl Modified Magnetic Nanoparticles: Synthesis, Characterization, Biological and Catalytic Activity for the Synthesis of Thiazolidin-4- Ones","volume":"17","author":"Fekri","year":"2020","journal-title":"Curr. Org. Synth."},{"key":"B13","doi-asserted-by":"publisher","first-page":"e5629","DOI":"10.1002\/aoc.5629","article-title":"Copper\/Schiff\u2010base Complex Immobilized on Amine Functionalized Silica Mesoporous Magnetic Nanoparticles under Solvent\u2010free Condition: A Facile and New Avenue for the Synthesis of Thiazolidin\u20104\u2010ones","volume":"34","author":"Fekri","year":"2020","journal-title":"Appl. Organometal Chem."},{"key":"B14","doi-asserted-by":"crossref","DOI":"10.1007\/978-94-011-4950-1","volume-title":"Organic Synthesis in Water","author":"Grieco","year":"1998"},{"key":"B15","doi-asserted-by":"publisher","first-page":"3448","DOI":"10.1016\/j.tetlet.2012.04.088","article-title":"Synthesis of 2, 3-Diaryl-5h-Imidazo [2, 1-a] Isoindol-5-Ones via the One-Pot Reaction of 1, 2-diketones, 2-formylbenzoic Acids, and Ammonium Acetate","volume":"53","author":"Hosseini\u2010Zare","year":"2012","journal-title":"Tetrahedron Lett."},{"key":"B16","doi-asserted-by":"publisher","first-page":"5486","DOI":"10.1002\/cctc.202000876","article-title":"Nickel-catalyzed Synthesis of N-(Hetero)aryl Carbamates from Cyanate Salts and Phenols Activated with Cyanuric Chloride","volume":"12","author":"Inaloo","year":"","journal-title":"Chem. Cat. Chem."},{"key":"B17","doi-asserted-by":"publisher","first-page":"e5662","DOI":"10.1002\/aoc.5662","article-title":"Air-Stable Fe3O4@SiO2-EDTA-Ni(0) as an Efficient Recyclable Magnetic Nanocatalyst for Effective Suzuki-Miyaura and Heck","volume":"34","author":"Inaloo","year":"","journal-title":"Cross-coupling via aryl Sulfamates and Carbamates"},{"key":"B18","doi-asserted-by":"publisher","first-page":"110915","DOI":"10.1016\/j.mcat.2020.110915","article-title":"Efficient Nickel(II) Immobilized on EDTA\u2010modified Fe3O4@SiO2 Nanospheres as a Novel Nanocatalyst for Amination of Heteroaryl Carbamates and Sulfamates through the Cleavage of C-O Bond","volume":"492","author":"Inaloo","year":"","journal-title":"Mol. Catal."},{"key":"B19","doi-asserted-by":"publisher","first-page":"13266","DOI":"10.1039\/D0NJ01610A","article-title":"N-arylation of (Hetero) Arylamines Using Aryl Sulfamates and Carbamates via C\u2013O Bond Activation Enabled by a Reusable and Durable Nickel(0) Catalyst","volume":"44","author":"Inaloo","year":"","journal-title":"New J. Chem."},{"key":"B20","doi-asserted-by":"publisher","first-page":"1820","DOI":"10.2174\/138527209789630514","article-title":"Multi-component Reactions in Water","volume":"13","author":"Kandhasamy","year":"2009","journal-title":"Curr. Org. Chem."},{"key":"B21","doi-asserted-by":"publisher","first-page":"728","DOI":"10.1002\/ptr.1738","article-title":"Anti-HIV-1 Constituents fromClausena Excavata: Part II. Carbazoles and a Pyranocoumarin","volume":"19","author":"Kongkathip","year":"2005","journal-title":"Phytother. Res."},{"key":"B22","doi-asserted-by":"publisher","first-page":"6447","DOI":"10.1016\/j.bmcl.2009.09.031","article-title":"Pyranocoumarins: a New Class of Anti-hyperglycemic and Anti-dyslipidemic Agents","volume":"19","author":"Kumar","year":"2009","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"B23","doi-asserted-by":"publisher","first-page":"127","DOI":"10.1142\/S0192415X09006722","article-title":"In Vivo Anti-Cancer Activity of Korean Angelica Gigas and its Major Pyranocoumarin Decursin","volume":"37","author":"Lee","year":"2009","journal-title":"Am. J. Chin. Med."},{"key":"B24","volume-title":"Organic Reactions in Aqueous media","author":"Li","year":"1997"},{"key":"B25","doi-asserted-by":"publisher","first-page":"574","DOI":"10.1016\/j.fitote.2006.09.005","article-title":"Antinociceptive Activity of the Pyranocoumarin Seselin in Mice","volume":"77","author":"Lima","year":"2006","journal-title":"F"},{"key":"B26","doi-asserted-by":"publisher","first-page":"982","DOI":"10.1021\/np9800295","article-title":"Synthesis and Cytotoxic Activity of Pyranocoumarins of the Seselin and Xanthyletin Series","volume":"61","author":"Magiatis","year":"1998","journal-title":"J. Nat. Prod."},{"key":"B27","doi-asserted-by":"publisher","first-page":"4570","DOI":"10.1016\/j.bmcl.2009.06.098","article-title":"Synthesis and Evaluation of Novel Substituted 5-hydroxycoumarin and Pyranocoumarin Derivatives Exhibiting Significant Antiproliferative Activity against Breast Cancer Cell Lines","volume":"19","author":"Mao","year":"2009","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"B28","doi-asserted-by":"publisher","first-page":"1827","DOI":"10.1007\/s13738-016-0900-4","article-title":"Recent Advances in Catalysts Immobilized on Magnetic Nanoparticles","volume":"13","author":"Mokhtary","year":"2016","journal-title":"J. Iran. Chem. Soc."},{"key":"B29","volume-title":"Science of Synthesis, Multicomponent Reactions I","author":"M\u00fcller","year":"2014"},{"key":"B30","doi-asserted-by":"publisher","first-page":"533","DOI":"10.2174\/1386207320666170425123248","article-title":"Fe3O4@SiO2@KIT-6 as an Efficient and Reusable Catalyst for the Synthesis of Novel Derivatives of 3,3'-((Aryl-1-Phenyl-1h-Pyrazol-4- Yl)methylene)bis (1H-Indole)","volume":"20","author":"Nikpassand","year":"2017","journal-title":"Comb. Chem.High. Throughput. Screen."},{"key":"B31","doi-asserted-by":"publisher","first-page":"375","DOI":"10.2174\/157017812801264719","article-title":"Comparative Study for the Aqeous Synthesis of New Generation of Diindolylmethanes Using L-Proline, K10 and Nano-Fe3O4 under Ultrasound Irradiation","volume":"9","author":"Nikpassand","year":"2012","journal-title":"Loc"},{"key":"B32","doi-asserted-by":"publisher","first-page":"1180","DOI":"10.1007\/s00044-013-0724-z","article-title":"Synthesis of Pyranochromene and Pyranopyrimidine Derivatives from Substituted Natural Coumarin Isolated from Ammi Majus L. And Their Biological Evaluation","volume":"23","author":"Ouf","year":"2014","journal-title":"Med. Chem. Res."},{"key":"B33","first-page":"125","article-title":"Chemoselective Synthesis of 1,1-diacetate Using Ni2+@hydroxyapatite-Core@shell \u03b3-Fe2O3 Nanoparticles as an Efficient and Reusable lewis Acid Catalyst under Solvent Free Conditions","volume":"25","author":"Rezaee Nezhad","year":"2014","journal-title":"J. Sci."},{"key":"B34","doi-asserted-by":"publisher","first-page":"5887","DOI":"10.1007\/s11164-015-2411-9","article-title":"Imidazole-functionalized Magnetic Fe3O4 Nanoparticles: an Efficient, green, Recyclable Catalyst for One-Pot Friedl\u00e4nder Quinoline Synthesis","volume":"42","author":"Rezayati","year":"2016","journal-title":"Res. Chem. Intermed"},{"key":"B35","doi-asserted-by":"publisher","first-page":"8557","DOI":"10.1039\/C9NJ00028C","article-title":"An Fe3O4@SiO2\/Schiff base\/Cu(ii) Complex as an Efficient Recyclable Magnetic Nanocatalyst for Selective Mono N-Arylation of Primary O-Alkyl Thiocarbamates and Primary O-Alkyl Carbamates with Aryl Halides and Arylboronic Acids","volume":"43","author":"Sardarian","year":"2019","journal-title":"New J. Chem."},{"key":"B36","doi-asserted-by":"publisher","first-page":"6137","DOI":"10.1016\/j.bmc.2008.12.007","article-title":"Anti-HBV and Cytotoxic Activities of Pyranocoumarin Derivatives","volume":"17","author":"Su","year":"2009","journal-title":"Bioorg. Med. Chem."},{"key":"B37","doi-asserted-by":"publisher","first-page":"5012","DOI":"10.1016\/j.ejmech.2009.09.004","article-title":"Synthesis and Anti-inflammatory Evaluation of Novel Angularly or Linearly Fused Coumarins","volume":"44","author":"Symeonidis","year":"2009","journal-title":"Eur. J. Med. Chem."},{"key":"B38","doi-asserted-by":"publisher","first-page":"127","DOI":"10.1021\/ar020229e","article-title":"Paraherquamides, Brevianamides, and Asperparalines: Laboratory Synthesis and Biosynthesis. An Interim Report","volume":"36","author":"Williams","year":"2003","journal-title":"Acc. Chem. Res."},{"key":"B39","doi-asserted-by":"publisher","first-page":"4610","DOI":"10.1016\/j.bmc.2006.02.017","article-title":"Pyranocoumarin, a Novel Anti-TB Pharmacophore: Synthesis and Biological Evaluation against Mycobacterium tuberculosis","volume":"14","author":"Xu","year":"2006","journal-title":"Bioorg. Med. Chem."},{"key":"B40","doi-asserted-by":"publisher","first-page":"538","DOI":"10.1016\/j.cclet.2009.11.032","article-title":"An Efficient Chemo- and Regioselective Three-Component Synthesis of Pyridazinones and Phthalazinones Using Activated KSF","volume":"21","author":"Zare","year":"2010","journal-title":"Chin. Chem. Lett."},{"key":"B41","doi-asserted-by":"publisher","first-page":"878","DOI":"10.1021\/jo202020m","article-title":"One-pot Enantioselective Synthesis of Functionalized Pyranocoumarins and 2-Amino-4h-Chromenes: Discovery of a Type of Potent Antibacterial Agent","volume":"77","author":"Zhang","year":"2012","journal-title":"J. Org. Chem."}],"container-title":["Frontiers in Chemistry"],"original-title":[],"link":[{"URL":"https:\/\/www.frontiersin.org\/articles\/10.3389\/fchem.2021.720555\/full","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2021,9,3]],"date-time":"2021-09-03T23:45:20Z","timestamp":1630712720000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.frontiersin.org\/articles\/10.3389\/fchem.2021.720555\/full"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2021,9,1]]},"references-count":41,"alternative-id":["10.3389\/fchem.2021.720555"],"URL":"https:\/\/doi.org\/10.3389\/fchem.2021.720555","relation":{},"ISSN":["2296-2646"],"issn-type":[{"value":"2296-2646","type":"electronic"}],"subject":[],"published":{"date-parts":[[2021,9,1]]},"article-number":"720555"}}