{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,7]],"date-time":"2026-08-07T17:13:47Z","timestamp":1786122827613,"version":"build-2736575974"},"reference-count":36,"publisher":"American Chemical Society (ACS)","issue":"31","license":[{"start":{"date-parts":[[2026,7,29]],"date-time":"2026-07-29T00:00:00Z","timestamp":1785283200000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-029"},{"start":{"date-parts":[[2026,7,29]],"date-time":"2026-07-29T00:00:00Z","timestamp":1785283200000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-037"},{"start":{"date-parts":[[2026,7,29]],"date-time":"2026-07-29T00:00:00Z","timestamp":1785283200000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-045"}],"funder":[{"DOI":"10.13039\/100008992","name":"Yantai University","doi-asserted-by":"publisher","award":["YX22B87"],"award-info":[{"award-number":["YX22B87"]}],"id":[{"id":"10.13039\/100008992","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100012906","name":"Department of Education of Shandong Province","doi-asserted-by":"publisher","award":["2023KJ367"],"award-info":[{"award-number":["2023KJ367"]}],"id":[{"id":"10.13039\/100012906","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["22301261"],"award-info":[{"award-number":["22301261"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100007129","name":"Natural Science Foundation of Shandong Province","doi-asserted-by":"publisher","award":["ZR2023QB012"],"award-info":[{"award-number":["ZR2023QB012"]}],"id":[{"id":"10.13039\/501100007129","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":[],"published-print":{"date-parts":[[2026,8,7]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>In this work, we established a decarboxylative cascade process to achieve functionalized pyrazolones. This approach directly employs carboxylic acids as alkylating reagents. An inexpensive iron photocatalyst enables this process when irradiated by visible light. The reaction demonstrated a broad substrate scope, proving compatible with various carboxylic acids and N-acrylohydrazones. Furthermore, biological activity evaluation revealed that compound 3ak acted as a potent inhibitor of NO production, while compound 3al exhibited potent antiproliferative activity against the PANC-1 cell line, with an IC50 value of 14.3 \u03bcM.<\/jats:p>","DOI":"10.1021\/acs.joc.5c03189","type":"journal-article","created":{"date-parts":[[2026,8,4]],"date-time":"2026-08-04T13:15:59Z","timestamp":1785849359000},"page":"10576-10581","source":"Crossref","is-referenced-by-count":0,"title":["Iron-Catalyzed Photoinduced\nDecarboxylative Cascade\nProcess for the Synthesis of Functionalized Pyrazolones and Evaluation\nof Biological Activity"],"prefix":"10.1021","volume":"91","author":[{"given":"Xinran","family":"Zhang","sequence":"first","affiliation":[{"name":"Yantai University , , ,","place":["Yantai, China, 264005"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Huilin","family":"Ling","sequence":"additional","affiliation":[{"name":"Yantai University , , ,","place":["Yantai, China, 264005"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xiaojia","family":"Liu","sequence":"additional","affiliation":[{"name":"Yantai University , , ,","place":["Yantai, China, 264005"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Shuo","family":"Ren","sequence":"additional","affiliation":[{"name":"Yantai University , , ,","place":["Yantai, China, 264005"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Guangshun","family":"Sun","sequence":"additional","affiliation":[{"name":"Yantai University , , ,","place":["Yantai, China, 264005"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xiangyin","family":"Wang","sequence":"additional","affiliation":[{"name":"Yantai University , , ,","place":["Yantai, China, 264005"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yongye","family":"Lu","sequence":"additional","affiliation":[{"name":"Yantai University , , ,","place":["Yantai, China, 264005"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yanan","family":"Gao","sequence":"additional","affiliation":[{"name":"Yantai University , , ,","place":["Yantai, China, 264005"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4530-4089","authenticated-orcid":true,"given":"Qikun","family":"Yin","sequence":"additional","affiliation":[{"name":"Yantai University , , ,","place":["Yantai, China, 264005"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0003-2589-7213","authenticated-orcid":true,"given":"Xianhe","family":"Fang","sequence":"additional","affiliation":[{"name":"Yantai University , , ,","place":["Yantai, China, 264005"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,7,29]]},"reference":[{"key":"2026080708073663900_cit1","doi-asserted-by":"publisher","first-page":"11622","DOI":"10.1021\/acs.jmedchem.4c01122","article-title":"An Update\non the Nitrogen Heterocycle Compositions and Properties of U.S. FDA-Approved\nPharmaceuticals (2013\u20132023)","volume":"67","author":"Marshall","year":"2024","journal-title":"J. Med.\nChem."},{"key":"2026080708073663900_cit2","doi-asserted-by":"publisher","first-page":"1600","DOI":"10.1002\/cmdc.202000850","article-title":"Design, Synthesis,\nand Structure-Activity Relationship Study of Pyrazolones as Potent\nInhibitors of Pancreatic Lipase","volume":"16","author":"Zhang","year":"2021","journal-title":"ChemMedChem"},{"key":"2026080708073663900_cit3","doi-asserted-by":"publisher","first-page":"141","DOI":"10.1016\/j.ejmech.2016.03.039","article-title":"Novel Spiropyrazolone Antitumor Scaffold with Potent Activity: Design,\nSynthesis and Structure-activity Relationship","volume":"115","author":"Wu","year":"2016","journal-title":"Eur. J. Med. Chem."},{"key":"2026080708073663900_cit4","doi-asserted-by":"publisher","first-page":"1724","DOI":"10.1021\/jm00393a007","article-title":"Cardiotonic\nagents. 6. Synthesis and inotropic activity of 2,4-dihydro-5-[4-(1H-imidazole-1-yl)phenyl]-3H-pyrazol-3-ones:\nring-contracted analogs of imazodan (CI-914)","volume":"30","author":"Sircar","year":"1987","journal-title":"J. Med. Chem."},{"key":"2026080708073663900_cit5","unstructured":"Han, B.; Xu, S.; Wang, P.\n          Preparation of\nchiral pyrazolone spiral\nderivatives as anti-inflammatory agents. CN Patent CN 104610148 A2015."},{"key":"2026080708073663900_cit6","doi-asserted-by":"publisher","first-page":"111893","DOI":"10.1016\/j.ejmech.2019.111893","article-title":"Pyrazolone structural\nmotif in medicinal chemistry: Retrospect and prospect","volume":"186","author":"Zhao","year":"2020","journal-title":"Eur. J. Med. Chem."},{"key":"2026080708073663900_cit7","doi-asserted-by":"publisher","first-page":"101590","DOI":"10.1016\/j.eclinm.2022.101590","article-title":"Intravenous edaravone\ntreatment in\nALS and survival: An exploratory, retrospective, administrative claims\nanalysis","volume":"52","author":"Brooks","year":"2022","journal-title":"eClinicalMedicine"},{"key":"2026080708073663900_cit8","doi-asserted-by":"publisher","first-page":"2237","DOI":"10.1056\/NEJMoa073275","article-title":"Eltrombopag\nfor the Treatment of Chronic Idiopathic Thrombocytopenic Purpura","volume":"357","author":"Bussel","year":"2007","journal-title":"N. Engl. J. Med."},{"key":"2026080708073663900_cit9","doi-asserted-by":"publisher","first-page":"16408","DOI":"10.1039\/D5CC04226G","article-title":"Photo-induced\ntandem cyclization of unsaturated amides with thiocyanates to access\nthiocyanated heterocycles","volume":"61","author":"Zeng","year":"2025","journal-title":"Chem. Commun."},{"issue":"33","key":"2026080708073663900_cit10","doi-asserted-by":"publisher","first-page":"11982","DOI":"10.1021\/acs.joc.5c01659","article-title":"Dual Role of Trifluoromethyl Thianthrenium\nTriflate in Self-Catalyzed Phototandem Trifluoromethyl\/Cyclization\nof N-Methacryloyl Aldehyde Hydrazones in EtOH","volume":"90","author":"Liu","year":"2025","journal-title":"J. Org. Chem."},{"key":"2026080708073663900_cit11","doi-asserted-by":"publisher","first-page":"8902","DOI":"10.1039\/D5OB01389E","article-title":"Visible-light-induced\ncascade cyclization of N-acrylohydrazides toward\nfunctionalized pyrazolones and the application in drug modification","volume":"23","author":"Yu","year":"2025","journal-title":"Org. Biomol. Chem."},{"key":"2026080708073663900_cit12","doi-asserted-by":"publisher","first-page":"1196","DOI":"10.1039\/D4CC05976J","article-title":"Access to 1-aryl-pyrazolin-5-ones\nvia photoinduced chemoselective cyclization of N-methacrylo aldehyde\nhydrazones","volume":"61","author":"Yu","year":"2025","journal-title":"Chem. Commun."},{"key":"2026080708073663900_cit13","doi-asserted-by":"publisher","first-page":"13907","DOI":"10.1039\/D4CC05086J","article-title":"Photoredox-catalyzed\narylative and aryl sulfonylative radical cascades involving diaryliodonium\nreagents: synthesis of functionalized pyrazolones","volume":"60","author":"Thombare","year":"2024","journal-title":"Chem. Commun."},{"key":"2026080708073663900_cit14a","doi-asserted-by":"publisher","first-page":"17907","DOI":"10.1021\/acs.joc.5c02447","article-title":"Visible-Light-Induced\nPerfluoroalkylation\/Cyclization\nto Access Perfluoroalkylated Pyrazol-5-ones via Halogen-Bond-Based\nElectron Donor\u2013Acceptor (EDA) Complexes","volume":"90","author":"Yu","year":"2025","journal-title":"J. Org. Chem."},{"key":"2026080708073663900_cit14b","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.70118","article-title":"Photoredox-Catalyzed\nSynthesis of a Novel Class of Fluoroalkyl Pyrazolones","volume":"367","author":"Pissinati","year":"2025","journal-title":"Adv. Synth. Catal."},{"key":"2026080708073663900_cit15","doi-asserted-by":"publisher","first-page":"9457","DOI":"10.1021\/acs.joc.5c00861","article-title":"Access to\n1-Aryl-pyrazolin-5-ones\nvia Photocatalytic Chemoselective Tri\/Difluoromethylation and Cyclization\nof N-Methacryloyl Aldehyde Hydrazones","volume":"90","author":"Pan","year":"2025","journal-title":"J. Org. Chem."},{"key":"2026080708073663900_cit16","doi-asserted-by":"publisher","first-page":"14429","DOI":"10.1021\/acs.joc.5c01197","article-title":"Electrochemical Trifluoromethylation\/Cyclization\nof N\u2019-Arylidene-N-acryloyltosylhydrazides\nfor the Synthesis of CF3-Substituted Pyrazolones","volume":"90","author":"Xia","year":"2025","journal-title":"J. Org. Chem."},{"key":"2026080708073663900_cit17","doi-asserted-by":"publisher","first-page":"3667","DOI":"10.1021\/acs.orglett.4c01176","article-title":"Photodecarboxylative\nRadical Cascade Involving N-(Acyloxy)phthalimides for the Synthesis\nof Pyrazolones","volume":"26","author":"Panda","year":"2024","journal-title":"Org. Lett."},{"key":"2026080708073663900_cit18a","doi-asserted-by":"publisher","first-page":"4259","DOI":"10.1021\/acs.orglett.9b01439","article-title":"Ligand-Accelerated\nIron Photocatalysis Enabling Decarboxylative Alkylation of Heteroarenes","volume":"21","author":"Li","year":"2019","journal-title":"Org. Lett."},{"key":"2026080708073663900_cit18b","doi-asserted-by":"publisher","first-page":"6728","DOI":"10.1002\/ejoc.201901381","article-title":"Decarboxylative C-C\nC-N Bond Formation by Ligand-Accelerated Iron Photocatalysis","volume":"2019","author":"Feng","year":"2019","journal-title":"Eur. J. Org. Chem."},{"key":"2026080708073663900_cit18c","doi-asserted-by":"publisher","first-page":"4259","DOI":"10.1021\/acs.orglett.9b01439","article-title":"Ligand-Accelerated Iron Photocatalysis Enabling Decarboxylative Alkylation\nof Heteroarenes","volume":"21","author":"Li","year":"2019","journal-title":"Org. Lett."},{"key":"2026080708073663900_cit18d","doi-asserted-by":"publisher","first-page":"1683","DOI":"10.1038\/s41557-023-01365-0","article-title":"Photocatalytic hydrofluoroalkylation\nof alkenes with carboxylic acids","volume":"15","author":"Bian","year":"2023","journal-title":"Nat. Chem."},{"key":"2026080708073663900_cit18e","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202311984","article-title":"Direct Decarboxylation of Trifluoroacetates\nEnabled by Iron Photocatalysis","volume":"63","author":"Ferna\u0301ndez-Garci\u0301a","year":"2024","journal-title":"Angew. Chem.,\nInt. Ed."},{"key":"2026080708073663900_cit18f","doi-asserted-by":"publisher","first-page":"1110","DOI":"10.1021\/acs.orglett.3c04395","article-title":"Radical-Mediated Decarboxylative C\u2013C and C\u2013S Couplings\nof Carboxylic Acids via Iron Photocatalysis","volume":"26","author":"Li","year":"2024","journal-title":"Org. Lett."},{"key":"2026080708073663900_cit18g","doi-asserted-by":"publisher","first-page":"2381","DOI":"10.1021\/acs.orglett.4c00410","article-title":"Decarboxylative\nSulfonylation of Carboxylic Acids under Mild Photomediated Iron Catalysis","volume":"26","author":"Dong","year":"2024","journal-title":"Org. Lett."},{"key":"2026080708073663900_cit18h","doi-asserted-by":"publisher","first-page":"12389","DOI":"10.1039\/D4CC04650A","article-title":"Photoinduced\nfluoroalkylation-peroxidation of alkenes enabled by ligand-to-iron\ncharge transfer mediated decarboxylation","volume":"60","author":"Huang","year":"2024","journal-title":"Chem.\nCommun."},{"key":"2026080708073663900_cit18i","doi-asserted-by":"publisher","first-page":"29551","DOI":"10.1021\/jacs.4c09621","article-title":"Decarboxylative\nCross-Coupling Enabled by Fe and Ni Metallaphotoredox Catalysis","volume":"146","author":"Nsouli","year":"2024","journal-title":"J. Am. Chem. Soc."},{"key":"2026080708073663900_cit18j","doi-asserted-by":"publisher","first-page":"101131","DOI":"10.1016\/j.checat.2024.101131","article-title":"Transformative\nligand effects on Fe-photocatalyzed Giese-type additions","volume":"4","author":"Crocker","year":"2024","journal-title":"Chem Catal."},{"key":"2026080708073663900_cit18k","doi-asserted-by":"publisher","first-page":"10940","DOI":"10.1021\/acs.orglett.4c04107","article-title":"Iron-Catalyzed SO2-Retaining Smiles Rearrangement through Decarboxylation","volume":"26","author":"Zhang","year":"2024","journal-title":"Org. Lett."},{"key":"2026080708073663900_cit18l","doi-asserted-by":"publisher","first-page":"9568","DOI":"10.1021\/acs.orglett.4c03609","article-title":"Synthesis\nof Alkyl Bis(trifluoromethyl)carbinols via Fe-LMCT-Enabled Hydrobis(trifluoromethyl)carbinolation\nof Alkenes","volume":"26","author":"Guo","year":"2024","journal-title":"Org. Lett."},{"key":"2026080708073663900_cit18m","doi-asserted-by":"publisher","first-page":"6115","DOI":"10.1038\/s41467-024-50507-6","article-title":"Iron photocatalysis via Br\u00f8nsted acid-unlocked ligand-to-metal\ncharge transfer","volume":"15","author":"Jiang","year":"2024","journal-title":"Nat. Commun."},{"key":"2026080708073663900_cit18n","doi-asserted-by":"publisher","first-page":"8818","DOI":"10.1021\/acs.joc.5c00970","article-title":"Synthesis of 3,3-Disubstituted Oxindoles through Cascade\nAlkylarylation of N-Arylacrylamides with Carboxylic\nAcids Enabled by Iron Photocatalysis","volume":"90","author":"Zhang","year":"2025","journal-title":"J. Org.\nChem."},{"key":"2026080708073663900_cit19a","doi-asserted-by":"publisher","first-page":"104","DOI":"10.1098\/rspa.1953.0175","article-title":"A new sensitive\nchemical actinometer. I. Some trials with potassium ferrioxalate","volume":"220","author":"Parker","year":"1953","journal-title":"Proc. R. Soc. London, Ser. A"},{"key":"2026080708073663900_cit19b","doi-asserted-by":"publisher","first-page":"518","DOI":"10.1098\/rspa.1956.0102","article-title":"A new sensitive chemical actinometer-\nII. Potassium ferrioxalate as a standard chemical actinometer","volume":"235","author":"Hatchard","year":"1956","journal-title":"Proc. R. Soc. London, Ser. A"},{"key":"2026080708073663900_cit19c","doi-asserted-by":"publisher","first-page":"409","DOI":"10.1246\/cl.1986.409","article-title":"Visible Light- and Gamma Ray Induced\nAlkylation in Pyridine Ring. Effective Alkylation with Visible Light\nin the Presence of Iron(III) Sulfate","volume":"15","author":"Sugimori","year":"1986","journal-title":"Chem.\nLett."},{"key":"2026080708073663900_cit19d","doi-asserted-by":"publisher","first-page":"3911","DOI":"10.1246\/bcsj.59.3911","article-title":"Visible Light- and Radiation Induced\nAlkylation in Pyridine Ring with Alkanoic Acid. Effective Alkylation\nin the Presence of Iron(III) Sulfate","volume":"59","author":"Sugimori","year":"1986","journal-title":"Bull.\nChem. Soc. Jpn."}],"container-title":["The Journal of Organic Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/acs.joc.5c03189","content-type":"application\/pdf","content-version":"vor","intended-application":"unspecified"},{"URL":"https:\/\/pubs.acs.org\/joceah\/article-pdf\/91\/31\/10576\/66324745\/acs.joc.5c03189.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"syndication"},{"URL":"https:\/\/pubs.acs.org\/joceah\/article-pdf\/91\/31\/10576\/66324745\/acs.joc.5c03189.pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,8,7]],"date-time":"2026-08-07T12:21:49Z","timestamp":1786105309000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/joceah\/article\/91\/31\/10576\/5236389\/Iron-Catalyzed-Photoinduced-Decarboxylative"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,7,29]]},"references-count":36,"journal-issue":{"issue":"31","published-online":{"date-parts":[[2026,7,29]]},"published-print":{"date-parts":[[2026,8,7]]}},"URL":"https:\/\/doi.org\/10.1021\/acs.joc.5c03189","relation":{},"ISSN":["0022-3263","1520-6904"],"issn-type":[{"value":"0022-3263","type":"print"},{"value":"1520-6904","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026,7,29]]}}}