{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,9]],"date-time":"2026-10-09T14:48:56Z","timestamp":1791557336942,"version":"4.3.4"},"reference-count":34,"publisher":"American Chemical Society (ACS)","issue":"40","license":[{"start":{"date-parts":[[2026,9,28]],"date-time":"2026-09-28T00:00:00Z","timestamp":1790553600000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-029"},{"start":{"date-parts":[[2026,9,28]],"date-time":"2026-09-28T00:00:00Z","timestamp":1790553600000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-037"},{"start":{"date-parts":[[2026,9,28]],"date-time":"2026-09-28T00:00:00Z","timestamp":1790553600000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-045"}],"funder":[{"DOI":"10.13039\/501100001412","name":"Council of Scientific and Industrial Research, India","doi-asserted-by":"publisher","award":["02\/0486\/23\/EMRII"],"award-info":[{"award-number":["02\/0486\/23\/EMRII"]}],"id":[{"id":"10.13039\/501100001412","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001501","name":"University Grants Commission","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100001501","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":[],"published-print":{"date-parts":[[2026,10,9]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>A transition-metal-free strategy for the synthesis of pyrrolo[1,2-\u03b1]quinoxalines and 7-methylindolo[1,2-\u03b1]quinoxaline from 1-(2-nitrophenyl)-1H-pyrrole or 3-methyl-1-(2-nitrophenyl)-1H-indole using rongalite have been developed. In this transformation, rongalite serves a dual function, acting as both a reducing agent and a one-carbon (C1) synthon. The method offers an alternative approach to C\u2013N bond formation. Furthermore, to investigate the reaction mechanism, several control experiments were performed, including radical scavenger studies, formaldehyde detection experiments, and reduction studies. The method is readily scalable and enables further modification.<\/jats:p>","DOI":"10.1021\/acs.joc.6c01671","type":"journal-article","created":{"date-parts":[[2026,9,29]],"date-time":"2026-09-29T02:02:07Z","timestamp":1790647327000},"page":"13457-13465","source":"Crossref","is-referenced-by-count":0,"title":["Rongalite-Promoted\nOne-Pot Reductive Cyclization Strategy\nfor the Construction of Pyrrolo[1,2-\u03b1]quinoxalines from 1-(2-Nitrophenyl)pyrroles"],"prefix":"10.1021","volume":"91","author":[{"given":"Shivaji V.","family":"Surve","sequence":"first","affiliation":[{"name":"Indian Institute of Technology Indore , , Khandwa Road , ,","place":["Indore, India, 453552"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Pandurang B.","family":"Hardas","sequence":"additional","affiliation":[{"name":"Indian Institute of Technology Indore , , Khandwa Road , ,","place":["Indore, India, 453552"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3224-7281","authenticated-orcid":true,"given":"Umesh A.","family":"Kshirsagar","sequence":"additional","affiliation":[{"name":"Indian Institute of Technology Indore , , Khandwa Road , ,","place":["Indore, India, 453552"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,9,28]]},"reference":[{"key":"2026100909093257100_cit1","doi-asserted-by":"publisher","DOI":"10.1002\/ajoc.202300277","article-title":"Recent Progress in the Catalytic\nSynthesis of Pyrrolo[1,2-\u03b1]Quinoxaline","volume":"12","author":"Liu","year":"2023","journal-title":"Asian J. Org. Chem."},{"key":"2026100909093257100_cit2","doi-asserted-by":"publisher","first-page":"1379","DOI":"10.1016\/j.cclet.2019.04.007","article-title":"Unexpected Activated\nCarbon-Catalyzed Pyrrolo[1,2-a]Quinoxalines Synthesis in Water","volume":"30","author":"Sun","year":"2019","journal-title":"Chin. Chem. Lett."},{"key":"2026100909093257100_cit3","doi-asserted-by":"publisher","first-page":"547","DOI":"10.1080\/14756366.2016.1268608","article-title":"Design, Synthesis and Antimalarial Activity of Novel\nBis{N -[(Pyrrolo[1,2- a]Quinoxalin-4-Yl)Benzyl]-3-Aminopropyl}amine\nDerivatives","volume":"32","author":"Guillon","year":"2017","journal-title":"Journal of Enzyme Inhibition and\nMedicinal Chemistry"},{"key":"2026100909093257100_cit4","doi-asserted-by":"publisher","first-page":"2915","DOI":"10.1039\/C9RA09348F","article-title":"Synthesis\nof New Piperazinyl-Pyrrolo[1,2- a]Quinoxaline Derivatives\nas Inhibitors of Candida Albicans Multidrug Transporters by a Buchwald-Hartwig Cross-Coupling\nReaction","volume":"10","author":"Guillon","year":"2020","journal-title":"RSC Adv."},{"key":"2026100909093257100_cit5","doi-asserted-by":"publisher","first-page":"2310","DOI":"10.1016\/j.ejmech.2011.03.014","article-title":"New Ferrocenic Pyrrolo[1,2-a]Quinoxaline\nDerivatives: Synthesis, and in Vitro Antimalarial Activity - Part\nII","volume":"46","author":"Guillon","year":"2011","journal-title":"Eur. J. Med. Chem."},{"key":"2026100909093257100_cit6","doi-asserted-by":"publisher","first-page":"1788","DOI":"10.1002\/cmdc.202000446","article-title":"Pyrrolo[1,2-a]Quinoxalines:\nInsulin Mimetics That Exhibit Potent and Selective Inhibition against\nProtein Tyrosine Phosphatase 1B","volume":"15","author":"Garci\u0301a-Mari\u0301n","year":"2020","journal-title":"ChemMedChem."},{"key":"2026100909093257100_cit7","doi-asserted-by":"publisher","first-page":"1031","DOI":"10.1002\/cmdc.201900075","article-title":"Optimization of\nDrug Candidates That Inhibit the D-Loop\nActivity of RAD51","volume":"14","author":"Budke","year":"2019","journal-title":"ChemMedChem."},{"key":"2026100909093257100_cit8","doi-asserted-by":"publisher","first-page":"1179","DOI":"10.1039\/D1TA07237D","article-title":"Nanostructured\nMaterials for Electrochromic\nEnergy Storage Systems","volume":"10","author":"Dalavi","year":"2022","journal-title":"J. Mater. Chem. A"},{"key":"2026100909093257100_cit9","doi-asserted-by":"publisher","first-page":"2703","DOI":"10.1021\/acsami.4c17552","article-title":"Self-Sufficient Electrochromic\nSolar Cells: Photovoltaic and Colour Modulating Smart Windows","volume":"17","author":"Kandpal","year":"2025","journal-title":"ACS Appl. Mater. Interfaces"},{"key":"2026100909093257100_cit10","doi-asserted-by":"publisher","first-page":"130057","DOI":"10.1016\/j.cej.2021.130057","article-title":"Novel Electrochromic\nMaterials Based on Chalcogenoviologens for Smart Windows, E-Price\nTag and Flexible Display with Improved Reversibility and Stability","volume":"422","author":"Song","year":"2021","journal-title":"Chemical Engineering Journal"},{"key":"2026100909093257100_cit11","doi-asserted-by":"publisher","first-page":"5842","DOI":"10.1021\/acs.jpcb.5c01810","article-title":"Pyrrolo[1,2-a]Quinoxaline: A Combined\nExperimental and Computational Study on the Photophysical Properties\nof a New Photofunctional Building Block","volume":"129","author":"Shukla","year":"2025","journal-title":"J.\nPhys. Chem. B"},{"key":"2026100909093257100_cit12","doi-asserted-by":"publisher","first-page":"4754","DOI":"10.1021\/ol302006b","article-title":"One-Pot Synthesis of Pyrrolo[1,2-a]Quinoxaline Derivatives via Iron-Promoted Aryl Nitro Reduction\nand Aerobic Oxidation of Alcohols","volume":"14","author":"Pereira","year":"2012","journal-title":"Org. Lett."},{"key":"2026100909093257100_cit13","doi-asserted-by":"publisher","first-page":"15314","DOI":"10.1021\/acs.joc.0c02145","article-title":"Direct Synthesis\nof Pyrrolo[1,2-\u03b1]Quinoxalines via Iron-Catalyzed\nTransfer Hydrogenation between 1-(2-Nitrophenyl)Pyrroles and Alcohols","volume":"85","author":"Chun","year":"2020","journal-title":"J. Org. Chem."},{"key":"2026100909093257100_cit14","doi-asserted-by":"publisher","first-page":"161","DOI":"10.1039\/D2GC03749A","article-title":"Sodium Dithionite\nMediated One-Pot, Tandem Chemoselective Reduction\/Cyclization for\nthe Synthesis of Pyrrole Fused N -Heterocycles","volume":"25","author":"Laha","year":"2023","journal-title":"Green Chem."},{"key":"2026100909093257100_cit15","doi-asserted-by":"publisher","first-page":"156","DOI":"10.1016\/j.jcat.2023.03.019","article-title":"Green Synthesis of\nPyrrolo[1,2-\u03b1]Quinoxalines by Palladium-Catalyzed Transfer Hydrogenation\nwith Nitriles as Carbon Synthons","volume":"421","author":"Sheng","year":"2023","journal-title":"J. Catal."},{"key":"2026100909093257100_cit16","doi-asserted-by":"publisher","first-page":"3308","DOI":"10.1021\/acs.orglett.5c00677","article-title":"Iridium-Catalyzed,\nCopper-Induced Reductive Cyclization of NO2 -Pyrrolarenes\nwith CO2 as a Single-Carbon Source","volume":"27","author":"Yan","year":"2025","journal-title":"Org. Lett."},{"key":"2026100909093257100_cit17","doi-asserted-by":"publisher","first-page":"7488","DOI":"10.1021\/acs.joc.6c00545","article-title":"C(Sp2)-H Sulfonylmethylation\nof (Hetero)Arenes Using Tetramethylolglycoluril as a Methylene Surrogate","volume":"91","author":"Chillal","year":"2026","journal-title":"J. Org. Chem."},{"key":"2026100909093257100_cit18","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.202500961","article-title":"Palladium-Catalyzed\nPhotoinduced Regioselective C8 Arylation of 1-(Pyridin-2-yl)Quinolin-4(1H)-Ones with Aryl Diazonium Salts","volume":"29","author":"Surve","year":"2026","journal-title":"Eur. J. Org. Chem."},{"key":"2026100909093257100_cit19","doi-asserted-by":"publisher","first-page":"3603","DOI":"10.1002\/adsc.202400466","article-title":"Visible-Light\nInduced Ag-Palladacycle-Complex-Mediated Regioselective C-H Arylation","volume":"366","author":"Bhawale","year":"2024","journal-title":"Adv. Synth Catal"},{"key":"2026100909093257100_cit20","doi-asserted-by":"publisher","first-page":"155876","DOI":"10.1016\/j.tetlet.2025.155876","article-title":"HFIP-Promoted One-Pot Synthesis of\n(Pyrazolo[1,5-a]Pyrimidinyl)(Indolyl)Methanes Using Rongalite as a\nC1 Synthon under Mild Conditions","volume":"174","author":"Sarothiya","year":"2026","journal-title":"Tetrahedron\nLett."},{"key":"2026100909093257100_cit21","doi-asserted-by":"publisher","first-page":"18313","DOI":"10.1021\/acs.joc.4c02143","article-title":"Rongalite as a Methylene\nSurrogate: Synthesis of Heterodiarylmethanes via C(Sp2)-H Functionalization","volume":"89","author":"Thunga","year":"2024","journal-title":"J. Org. Chem."},{"key":"2026100909093257100_cit22","doi-asserted-by":"publisher","first-page":"911","DOI":"10.1039\/D5OB01526J","article-title":"Rongalite as a Mild\nReductant for Solvent-Assisted Dechlorination of 3,3-Dichlorooxindoles\nto 3-Chloro-2-Oxindoles and 2-Oxindoles","volume":"24","author":"Swathi","year":"2026","journal-title":"Org.\nBiomol. Chem."},{"key":"2026100909093257100_cit23","doi-asserted-by":"publisher","first-page":"1650","DOI":"10.1021\/cr100175t","article-title":"Rongalite: A Useful\nGreen Reagent in Organic Synthesis","volume":"112","author":"Kotha","year":"2012","journal-title":"Chem. Rev."},{"key":"2026100909093257100_cit24","doi-asserted-by":"publisher","first-page":"11347","DOI":"10.1021\/acs.joc.4c01012","article-title":"Rongalite\nas a C1 Source: Sulfonylmethylation\nof Indoles with Aryl\/Alkyl Hydrazides and Sulfinates","volume":"89","author":"Kale","year":"2024","journal-title":"J. Org. Chem."},{"key":"2026100909093257100_cit25","doi-asserted-by":"publisher","first-page":"8414","DOI":"10.1039\/D5OB00891C","article-title":"Photocatalyst-Free Synthesis of Quinazolinones from o-Aminobenzamides and Rongalite under Visible Light","volume":"23","author":"Arumugam","year":"2025","journal-title":"Org. Biomol. Chem."},{"key":"2026100909093257100_cit26","doi-asserted-by":"publisher","first-page":"7220","DOI":"10.1021\/acs.orglett.3c02839","article-title":"Reductive N- Formylation of Nitroarenes Mediated\nby Rongalite","volume":"25","author":"Wang","year":"2023","journal-title":"Org. Lett."},{"key":"2026100909093257100_cit27","doi-asserted-by":"publisher","first-page":"3388","DOI":"10.1002\/cjoc.202300342","article-title":"Rongalite as a Versatile\nReagent in Organic Synthesis\u2020","volume":"41","author":"Wang","year":"2023","journal-title":"Chin. J. Chem."},{"key":"2026100909093257100_cit28","doi-asserted-by":"publisher","first-page":"4445","DOI":"10.1039\/D5RA08987E","article-title":"Rongalite-Mediated\nSequential Homologative Fluorination of Oxindoles En Route to 3-(Fluoromethyl)-3-Methylindolin-2-Ones","volume":"16","author":"Naddi","year":"2026","journal-title":"RSC Adv."},{"key":"2026100909093257100_cit29","doi-asserted-by":"publisher","first-page":"5274","DOI":"10.1039\/D6OB00637J","article-title":"Transition Metal-Free\nRongalite-Mediated Geminal C(Sp3)-H Functionalization\nof Fluorenes","volume":"24","author":"Kandukuri","year":"2026","journal-title":"Org. Biomol. Chem."},{"key":"2026100909093257100_cit30","doi-asserted-by":"publisher","first-page":"10795","DOI":"10.1002\/slct.202002878","article-title":"New Dimensions\nin Rongalite Chemistry: The Land of Opportunities in Organic Synthesis\nand Material Sciences","volume":"5","author":"Ali","year":"2020","journal-title":"ChemistrySelect"},{"key":"2026100909093257100_cit31","doi-asserted-by":"publisher","DOI":"10.1002\/slct.202302903","article-title":"Recent Developments\nin Rongalite Chemistry: A Critical Review","volume":"8","author":"Ali","year":"2023","journal-title":"ChemistrySelect"},{"key":"2026100909093257100_cit32","doi-asserted-by":"publisher","first-page":"3606","DOI":"10.1039\/D5CC06679D","article-title":"Synthesis of Multifunctional\nLactam-Substituted Alkyl\nSulfones Using Rongalite as an Electron Donor, Sulfone Source, and\nC1 Synthon","volume":"62","author":"Ren","year":"2026","journal-title":"Chem. Commun."},{"key":"2026100909093257100_cit33","doi-asserted-by":"publisher","first-page":"601","DOI":"10.1039\/D5OB01653C","article-title":"Chemoselective Reduction\nof \u03b1 -Keto Aldehydes by Rongalite in Water:\nA Metal- and Hydride-Free Approach","volume":"24","author":"Inapanuri","year":"2026","journal-title":"Org. Biomol.\nChem."},{"key":"2026100909093257100_cit34","doi-asserted-by":"publisher","first-page":"9915","DOI":"10.1021\/acs.joc.2c00936","article-title":"Rongalite-Mediated\nTransition Metal- and Hydride-Free\nChemoselective Reduction of \u03b1-Keto Esters and \u03b1-Keto Amides","volume":"87","author":"Golla","year":"2022","journal-title":"J. Org. Chem."}],"container-title":["The Journal of Organic Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/acs.joc.6c01671","content-type":"application\/pdf","content-version":"vor","intended-application":"unspecified"},{"URL":"https:\/\/pubs.acs.org\/joceah\/article-pdf\/91\/40\/13457\/68683926\/acs.joc.6c01671.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"syndication"},{"URL":"https:\/\/pubs.acs.org\/joceah\/article-pdf\/91\/40\/13457\/68683926\/acs.joc.6c01671.pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,10,9]],"date-time":"2026-10-09T13:49:28Z","timestamp":1791553768000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/joceah\/article\/91\/40\/13457\/5440360\/Rongalite-Promoted-One-Pot-Reductive-Cyclization"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,9,28]]},"references-count":34,"journal-issue":{"issue":"40","published-online":{"date-parts":[[2026,9,28]]},"published-print":{"date-parts":[[2026,10,9]]}},"URL":"https:\/\/doi.org\/10.1021\/acs.joc.6c01671","relation":{},"ISSN":["0022-3263","1520-6904"],"issn-type":[{"value":"0022-3263","type":"print"},{"value":"1520-6904","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026,9,28]]}}}