{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,7]],"date-time":"2026-10-07T03:33:04Z","timestamp":1791343984696,"version":"4.3.1"},"reference-count":48,"publisher":"American Chemical Society (ACS)","issue":"22","license":[{"start":{"date-parts":[[2022,5,25]],"date-time":"2022-05-25T00:00:00Z","timestamp":1653436800000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by-nc-nd\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100001843","name":"Science and Engineering Research Board","doi-asserted-by":"publisher","award":["EMR\/2016\/003706"],"award-info":[{"award-number":["EMR\/2016\/003706"]}],"id":[{"id":"10.13039\/501100001843","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":[],"published-print":{"date-parts":[[2022,6,7]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>Herein, we report a metal-free one-pot three-component reaction of aryl methyl ketones, 2-aminopyridines, and barbituric acids for the synthesis of pyrimidine-linked imidazopyridines using a catalytic amount of molecular iodine in DMSO medium. This process involves a one-pot C\u2013H oxidation, followed by the formation of one C\u2013C and two C\u2013N bonds. A wide variety of aryl methyl ketones and 2-aminopyridines were found to be suitable for this methodology. The UV and fluorescence properties of the synthesized products were studied in water and DMSO media. Most of the synthesized products exhibited very good to excellent fluorescence quantum yield. Among all the products, compounds 4p and 4q showed the maximum fluorescence quantum yield (0.36) in water medium under basic conditions and compound 4c showed the maximum fluorescence quantum yield (0.75) in DMSO medium.<\/jats:p>","DOI":"10.1021\/acsomega.2c01332","type":"journal-article","created":{"date-parts":[[2022,5,25]],"date-time":"2022-05-25T08:58:26Z","timestamp":1653469106000},"page":"18660-18670","source":"Crossref","is-referenced-by-count":34,"title":["Iodine-Catalyzed Multicomponent Synthesis of Highly\nFluorescent Pyrimidine-Linked Imidazopyridines"],"prefix":"10.1021","volume":"7","author":[{"given":"Swadhin\nSwaraj","family":"Acharya","sequence":"first","affiliation":[{"name":"Indian Institute of Technology Patna , , ,","place":["Patna, India, 801106"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Prabhas","family":"Bhaumick","sequence":"additional","affiliation":[{"name":"Indian Institute of Technology Patna , , ,","place":["Patna, India, 801106"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Rohit","family":"Kumar","sequence":"additional","affiliation":[{"name":"Indian Institute of Technology Patna , , ,","place":["Patna, India, 801106"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1735-1985","authenticated-orcid":true,"given":"Lokman H.","family":"Choudhury","sequence":"additional","affiliation":[{"name":"Indian Institute of Technology Patna , , ,","place":["Patna, India, 801106"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2022,5,25]]},"reference":[{"key":"2026081710172195400_cit1a","doi-asserted-by":"publisher","first-page":"1555","DOI":"10.1039\/c4cc08495k","article-title":"Synthesis\nof imidazo\u00ad[1,2-a]\u00adpyridines: a decade update","volume":"51","author":"Bagdi","year":"2015","journal-title":"Chem. 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Sci."},{"key":"2026081710172195400_cit9c","doi-asserted-by":"publisher","first-page":"19724","DOI":"10.1039\/c4ra16298f","article-title":"Microwave-assisted\nsynthesis of novel 2,3-disubstituted imidazo\u00ad[1,2-a]\u00adpyridines via one-pot\nthree component reactions","volume":"5","author":"Karamthulla","year":"2015","journal-title":"RSC Adv."},{"key":"2026081710172195400_cit9d","doi-asserted-by":"publisher","first-page":"8405","DOI":"10.1021\/acs.joc.0c00732","article-title":"series of functionalized 5-(2-arylimidazo\u00ad[1,2-a]\u00adpyridin-3-yl)\u00adpyrimidine-2,4\u00ad(1H,3H)-diones:\nA water-mediated three-component catalyst-free protocol revisited","volume":"85","author":"Brahmachari","year":"2020","journal-title":"J. Org. Chem."},{"key":"2026081710172195400_cit10a","doi-asserted-by":"publisher","first-page":"2733","DOI":"10.1002\/celc.201900406","article-title":"Electrochemical Synthesis of 3-Bromoimidazo\u00ad[1,2-a]\u00adpyridines\nDirectly from 2-Aminopyridines and alpha -Bromoketones","volume":"6","author":"Jian","year":"2019","journal-title":"ChemElectroChem"},{"key":"2026081710172195400_cit10b","doi-asserted-by":"publisher","first-page":"1619","DOI":"10.1039\/c8gc03622e","article-title":"Electrochemically\ninitiated intermolecular C-N formation\/cyclization of ketones with\n2-aminopyridines: an efficient method for the synthesis of imidazo\u00ad[1,2-a]\u00adpyridines","volume":"21","author":"Feng","year":"2019","journal-title":"Green Chem."},{"key":"2026081710172195400_cit11a","doi-asserted-by":"publisher","first-page":"1528","DOI":"10.1039\/c9cy00141g","article-title":"Photocatalytic regeneration of brominating agent in\nthe visible light-mediated synthesis of imidazo\u00ad[1,2-a]\u00adpyridines","volume":"9","author":"Roslan","year":"2019","journal-title":"Catal. Sci. Technol."},{"key":"2026081710172195400_cit11b","doi-asserted-by":"publisher","first-page":"1820","DOI":"10.1002\/ajoc.202000388","article-title":"Light Promoted\nSynthesis of Quinoxalines and Imidazo\u00ad[1,2- a ]\u00adpyridines via Oxybromination\nfrom Alkynes and Alkenes","volume":"9","author":"Das","year":"2020","journal-title":"Asian J. Org. Chem."},{"key":"2026081710172195400_cit12","doi-asserted-by":"publisher","first-page":"129","DOI":"10.2174\/1385272824666200110094457","article-title":"A comprehensive review: Bio-potential\nof barbituric\nacid and its analogues","volume":"24","author":"Shafiq","year":"2020","journal-title":"Curr. Org. Chem."},{"key":"2026081710172195400_cit13a","doi-asserted-by":"publisher","first-page":"69","DOI":"10.1021\/ar7000843","article-title":"Hybrid Molecules with a Dual Mode\nof Action: Dream or Reality?","volume":"41","author":"Meunier","year":"2008","journal-title":"Acc. Chem. 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Chem."},{"key":"2026081710172195400_cit14c","doi-asserted-by":"publisher","first-page":"13610","DOI":"10.1021\/acs.joc.0c01738","article-title":"Hydrogen peroxide-mediated rapid\nroom temperature metal-free C\u00ad(sp2)-H thiocyanation of amino pyrazoles,\namino uracils, and enamines","volume":"85","author":"Ali","year":"2020","journal-title":"J. Org. Chem."},{"key":"2026081710172195400_cit14d","doi-asserted-by":"publisher","first-page":"5316","DOI":"10.1039\/c9ob00515c","article-title":"I2\/DMSO mediated multicomponent reaction for the synthesis\nof 2-arylbenzo\u00ad[d]\u00adimidazo\u00ad[2,1-b] thiazole derivatives","volume":"17","author":"Jana","year":"2019","journal-title":"Org. Biomol. Chem."},{"key":"2026081710172195400_cit15","doi-asserted-by":"publisher","first-page":"1222","DOI":"10.1016\/j.tetlet.2012.12.072","article-title":"I2-promoted\ndirect one-pot synthesis of 2-aryl-3-(pyridine-2-ylamino)\u00adimidazo\u00ad[1,2-a]\u00adpyridines\nfrom aromatic ketones and 2-aminopyridines","volume":"54","author":"Fei","year":"2013","journal-title":"Tetrahedron Lett."},{"key":"2026081710172195400_cit16","doi-asserted-by":"publisher","first-page":"3998","DOI":"10.1021\/acs.orglett.5b01868","article-title":"Transition-Metal-Free\nTandem Chlorocyclization of Amines with Carboxylic Acids: Access to\nChloroimidazo\u00ad[1,2-\u03b1]\u00adpyridines","volume":"17","author":"Xiao","year":"2015","journal-title":"Org. Lett."},{"key":"2026081710172195400_cit17","doi-asserted-by":"publisher","first-page":"8002","DOI":"10.1021\/acs.orglett.0c02929","article-title":"Multicomponent Synthesis\nof Imidazo\u00ad[1,2-a]\u00adpyridines: Aerobic Oxidative Formation of C-N and\nC-S Bonds by Flavin-Iodine-Coupled Organocatalysis","volume":"22","author":"Okai","year":"2020","journal-title":"Org. Lett."},{"key":"2026081710172195400_cit18","doi-asserted-by":"publisher","first-page":"6239","DOI":"10.1021\/acs.joc.1c00023","article-title":"I2-Catalyzed\nthree-component consecutive reaction for the synthesis of 3-aroylimidazo\u00ad[1,2-a]-N-heterocycles","volume":"86","author":"Zhang","year":"2021","journal-title":"J. Org. Chem."},{"key":"2026081710172195400_cit19a","doi-asserted-by":"publisher","first-page":"7144","DOI":"10.1021\/j100357a024","article-title":"Trans .fwdarw. cis\nphotoisomerization, fluorescence, and relaxation phenomena of trans-4-nitro-4\u2032-(dialkylamino)\u00adstilbenes\nand analogues with a nonrotatable amino group","volume":"93","author":"Gruen","year":"1989","journal-title":"J. Phys. Chem."},{"key":"2026081710172195400_cit19b","doi-asserted-by":"publisher","first-page":"190","DOI":"10.1038\/s42004-020-00434-6","article-title":"Deciphering the unusual fluorescence\nin weakly coupled bis-nitro-pyrrolo\u00ad[3,2-b]\u00adpyrroles","volume":"3","author":"Poronik","year":"2020","journal-title":"Commun. Chem."},{"key":"2026081710172195400_cit20","doi-asserted-by":"publisher","first-page":"6946","DOI":"10.1039\/c2cp40293a","article-title":"Solvatochromic investigation\nof highly fluorescent 2-aminobithiophene derivatives","volume":"14","author":"Bolduc","year":"2012","journal-title":"Phys. Chem. Chem. Phys."},{"key":"2026081710172195400_cit21","doi-asserted-by":"publisher","first-page":"14740","DOI":"10.1039\/c5cp00291e","article-title":"Unusual high\nfluorescence of two nitro-distyrylbenzene-like compounds induced by\nCT processes affecting the fluorescence\/intersystem-crossing competition","volume":"17","author":"Carlotti","year":"2015","journal-title":"Phys. Chem. Chem. 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