{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,31]],"date-time":"2026-07-31T03:58:33Z","timestamp":1785470313755,"version":"3.56.0"},"reference-count":80,"publisher":"American Chemical Society (ACS)","issue":"23","license":[{"start":{"date-parts":[[2026,6,5]],"date-time":"2026-06-05T00:00:00Z","timestamp":1780617600000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-029"},{"start":{"date-parts":[[2026,6,5]],"date-time":"2026-06-05T00:00:00Z","timestamp":1780617600000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-037"},{"start":{"date-parts":[[2026,6,5]],"date-time":"2026-06-05T00:00:00Z","timestamp":1780617600000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-045"}],"funder":[{"DOI":"10.13039\/100010661","name":"Horizon 2020 Framework Programme","doi-asserted-by":"publisher","award":["101057430"],"award-info":[{"award-number":["101057430"]}],"id":[{"id":"10.13039\/100010661","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/na","name":"Horizon 2020 European Commission","doi-asserted-by":"publisher","award":["101044355"],"award-info":[{"award-number":["101044355"]}],"id":[{"id":"10.13039\/na","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/na","name":"Ministerio de Ciencia, Tecnolog\u00eda e Innovaci\u00f3n Productiva","doi-asserted-by":"publisher","award":["MCINN-24-PREP2022000214"],"award-info":[{"award-number":["MCINN-24-PREP2022000214"]}],"id":[{"id":"10.13039\/na","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":[],"published-print":{"date-parts":[[2026,6,17]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>The incorporation of heteroatom-linked trifluoromethyl groups, such as N-trifluoromethyl (NCF3) and trifluoromethylthio (SCF3) motifs, remains challenging, particularly in the context of late-stage aryl functionalization. Herein, we report a flow-enabled platform that allows for the late-stage installation of NCF3 and SCF3 groups onto aryl frameworks through the coupling of flow-generated nucleophilic heteroatom\u2013CF3 anions with aryl thianthrenium salts. In this strategy, readily available organic precursors are converted on demand into NCF3 and SCF3 anions using a CsF-packed bed reactor, allowing safe handling of highly reactive fluorinated intermediates while minimizing fluorinated waste. The resulting anions are subsequently engaged in a copper-mediated, photocatalytic cross-coupling, enabling efficient formation of aryl\u2013NCF3 and aryl\u2013SCF3 bonds under mild conditions. The method exhibits broad substrate scope and functional group tolerance, and is applicable to the late-stage diversification of medicinally and agrochemically relevant molecules. Overall, this work expands the scope of nucleophilic CF3X anions as viable partners in late-stage aryl functionalization and provides a modular platform for the discovery-oriented synthesis of fluorinated molecules.<\/jats:p>","DOI":"10.1021\/jacs.6c04790","type":"journal-article","created":{"date-parts":[[2026,6,5]],"date-time":"2026-06-05T12:33:55Z","timestamp":1780662835000},"page":"23449-23456","source":"Crossref","is-referenced-by-count":0,"title":["Late-Stage\nAryl NCF3 and SCF3 Installation Enabled by Coupling\nFlow-Generated Anions with Aryl\nThianthrenium Salts"],"prefix":"10.1021","volume":"148","author":[{"given":"Dmitrii","family":"Nagorni\u0302i","sequence":"first","affiliation":[{"name":"University of Amsterdam , , Science Park 904 , ,","place":["Amsterdam, The Netherlands, 1098 XH"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0006-3424-1277","authenticated-orcid":true,"given":"A\u0301lvaro","family":"Valde\u0301s-Maqueda","sequence":"additional","affiliation":[{"name":"University of Amsterdam , , Science Park 904 , ,","place":["Amsterdam, The Netherlands, 1098 XH"]},{"name":"Departamento de Qui\u0301mica Orga\u0301nica e Inorga\u0301nica. Instituto Universitario de Qui\u0301mica Organometa\u0301lica \u201cEnrique Moles\u201d and Centro de Innovacio\u0301n en Qui\u0301mica Avanzada (ORFEO-CINQA) Universidad de Oviedo , Julia\u0301n Claveri\u0301a 8 , ,","place":["Oviedo, Spain, 33006"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sara","family":"Stocchetti","sequence":"additional","affiliation":[{"name":"University of Amsterdam , , Science Park 904 , ,","place":["Amsterdam, The Netherlands, 1098 XH"]},{"name":"Universita\u0300 degli Studi di Cagliari , , S.S. 554, bivio per Sestu , ,","place":["Monserrato (CA), Italy, 09042"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Nikolaos","family":"Kaplaneris","sequence":"additional","affiliation":[{"name":"University of Amsterdam , , Science Park 904 , ,","place":["Amsterdam, The Netherlands, 1098 XH"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zhen","family":"He","sequence":"additional","affiliation":[{"name":"University of Amsterdam , , Science Park 904 , ,","place":["Amsterdam, The Netherlands, 1098 XH"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jasper H.A.","family":"Schuurmans","sequence":"additional","affiliation":[{"name":"University of Amsterdam , , Science Park 904 , ,","place":["Amsterdam, The Netherlands, 1098 XH"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3107-6927","authenticated-orcid":true,"given":"Timothy","family":"Noe\u0308l","sequence":"additional","affiliation":[{"name":"University of Amsterdam , , Science Park 904 , ,","place":["Amsterdam, The Netherlands, 1098 XH"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,6,5]]},"reference":[{"issue":"21","key":"2026073023081001800_cit1","doi-asserted-by":"publisher","first-page":"8315","DOI":"10.1021\/acs.jmedchem.5b00258","article-title":"Applications\nof Fluorine in Medicinal Chemistry","volume":"58","author":"Gillis","year":"2015","journal-title":"J. Med.\nChem."},{"issue":"2","key":"2026073023081001800_cit2","doi-asserted-by":"publisher","first-page":"320","DOI":"10.1039\/B610213C","article-title":"Fluorine in\nmedicinal chemistry","volume":"37","author":"Purser","year":"2008","journal-title":"Chem. Soc. Rev."},{"issue":"14","key":"2026073023081001800_cit3","doi-asserted-by":"publisher","first-page":"5822","DOI":"10.1021\/acs.jmedchem.7b01788","article-title":"Fluorine\nand Fluorinated Motifs in the Design and Application of Bioisosteres\nfor Drug Design","volume":"61","author":"Meanwell","year":"2018","journal-title":"J. Med. Chem."},{"issue":"21","key":"2026073023081001800_cit4","doi-asserted-by":"publisher","first-page":"13076","DOI":"10.1021\/acs.jmedchem.0c01457","article-title":"N-Trifluoromethyl Amines and Azoles: An Underexplored Functional\nGroup in the Medicinal Chemist\u2019s Toolbox","volume":"63","author":"Schiesser","year":"2020","journal-title":"J. Med. 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Rec."},{"issue":"2","key":"2026073023081001800_cit10","doi-asserted-by":"publisher","DOI":"10.1002\/ajoc.202400588","article-title":"Synthesis of Trifluoromethylthio\nCompounds from Sulfur-Containing\nPrecursors","volume":"14","author":"Sang","year":"2025","journal-title":"Asian J. Org. Chem."},{"issue":"9","key":"2026073023081001800_cit11","doi-asserted-by":"publisher","first-page":"4603","DOI":"10.1021\/acs.chemrev.4c00661","article-title":"Nitrogen-Based Organofluorine\nFunctional Molecules: Synthesis and\nApplications","volume":"125","author":"Liu","year":"2025","journal-title":"Chem. Rev."},{"issue":"3","key":"2026073023081001800_cit12","doi-asserted-by":"publisher","first-page":"546","DOI":"10.1039\/C5CS00628G","article-title":"The medicinal\nchemist\u2019s toolbox for late stage functionalization of drug-like\nmolecules","volume":"45","author":"Cernak","year":"2016","journal-title":"Chem. Soc. 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Ed."},{"issue":"1","key":"2026073023081001800_cit25","doi-asserted-by":"publisher","first-page":"4873","DOI":"10.1038\/s41467-025-60225-2","article-title":"A mild and practical approach to N-CF3 secondary amines via oxidative\nfluorination of isocyanides","volume":"16","author":"Fu","year":"2025","journal-title":"Nat. Commun."},{"issue":"1","key":"2026073023081001800_cit26","doi-asserted-by":"publisher","first-page":"8917","DOI":"10.1038\/s41467-024-53271-9","article-title":"N-Halosuccinimide enables\ncascade oxidative trifluorination and halogenative\ncyclization of tryptamine-derived isocyanides","volume":"15","author":"Wu","year":"2024","journal-title":"Nat. Commun."},{"issue":"12","key":"2026073023081001800_cit27","doi-asserted-by":"publisher","DOI":"10.1002\/anie.1753273","article-title":"Modular Approach\nto N-Fluoroalkyl Amides via Nitrene Insertion Into Fluoroalkylcopper(I)","volume":"65","author":"Huang","year":"2026","journal-title":"Angew. Chem., Int. 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