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Herein, we report a palladium-catalyzed redox-neutral difluoromethylation reaction of N-indolyl-tethered unactivated alkenes, via a visible-light-promoted defluorinative cascade of readily available trifluoromethylarenes. Mechanistic studies suggested that the reaction is likely to proceed through an efficient homolytic cleavage of a C(sp3)\u2013F bond in ArCF3 by photoexcited palladium(0) species, to generate the corresponding difluorobenzyl radical that undergoes a rapid radical addition to the terminal alkenyl carbon, with the resulting carbon-centered radical being trapped by the tethered indolyl unit via a 5-exo-trig cyclization process. Notably, this methodology features a broad substrate scope, good functional group tolerance, and excellent regioselectivity, thus providing straightforward access to a diverse array of medicinally interesting ArCF2-functionalized polycyclic indoles under mild conditions.<\/jats:p>","DOI":"10.1021\/acs.orglett.6c03041","type":"journal-article","created":{"date-parts":[[2026,9,1]],"date-time":"2026-09-01T12:15:29Z","timestamp":1788264929000},"page":"11036-11042","source":"Crossref","is-referenced-by-count":1,"title":["Photoinduced\nPalladium-Catalyzed Defluorinative Cascade\nReaction of Unactivated Alkenes with Trifluoromethylarenes"],"prefix":"10.1021","volume":"28","author":[{"given":"Zonglei","family":"Guo","sequence":"first","affiliation":[{"name":"Qingdao University of Science and Technology , , ,","place":["Qingdao, China, 266042"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Wenjie","family":"Zhao","sequence":"additional","affiliation":[{"name":"Qingdao Central Hospital, University of Health and Rehabilitation Sciences (Qingdao Central Hospital) , ,","place":["Qingdao, China, 266042"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yujing","family":"Liu","sequence":"additional","affiliation":[{"name":"Qingdao University of Science and Technology , , ,","place":["Qingdao, China, 266042"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3572-1858","authenticated-orcid":true,"given":"Yanyan","family":"Li","sequence":"additional","affiliation":[{"name":"Qingdao University of Science and Technology , , ,","place":["Qingdao, China, 266042"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hui","family":"Wang","sequence":"additional","affiliation":[{"name":"Qingdao University of Science and Technology , , ,","place":["Qingdao, China, 266042"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4948-112X","authenticated-orcid":true,"given":"Chengdong","family":"Wang","sequence":"additional","affiliation":[{"name":"Qingdao University of Science and Technology , , ,","place":["Qingdao, China, 266042"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,8,26]]},"reference":[{"key":"2026090409093444300_cit1a","doi-asserted-by":"publisher","first-page":"570","DOI":"10.1002\/cbic.200300833","article-title":"The Unique Role of Fluorine in the Design of Active\nIngredients for Modern Crop Protection","volume":"5","author":"Jeschke","year":"2004","journal-title":"ChemBioChem."},{"key":"2026090409093444300_cit1b","doi-asserted-by":"publisher","first-page":"1881","DOI":"10.1126\/science.1131943","article-title":"Fluorine in\nPharmaceuticals: Looking Beyond Intuition","volume":"317","author":"Mu\u0308ller","year":"2007","journal-title":"Science"},{"key":"2026090409093444300_cit1c","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. 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