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These protocols efficiently provide a range of chromone-based scaffolds and xanthone analogues bearing an SO2F group with excellent site-selectivity and functional group compatibility. The practicality of this approach was demonstrated by simple SuFEx conjugations with representative biologically relevant molecules, DNA conjugation, and Michael addition with a secondary amine. All the synthesized derivatives were initially screened for their in vitro cytotoxic activity against human lung adenocarcinoma A549 cells. In particular, compound 5aa with a xanthone scaffold was found to be highly cytotoxic.<\/jats:p>","DOI":"10.3390\/molecules31173094","type":"journal-article","created":{"date-parts":[[2026,9,3]],"date-time":"2026-09-03T11:08:53Z","timestamp":1788433733000},"page":"3094","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Design, Synthesis and Anticancer Evaluation of Novel SO2F-Containing Medicinally Privileged Structures via Ketone-Directed C\u2013H Functionalization"],"prefix":"10.3390","volume":"31","author":[{"given":"Seungwan","family":"Kim","sequence":"first","affiliation":[{"name":"College of Pharmacy, Korea University, Sejong 30019, Republic of 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