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This Review surveys how visible\u2010light photoredox catalysis and related photoinduced activation modes\u2010including electron\u2010donor\u2013acceptor (EDA) complexes, energy\u2010transfer and ligand\u2010to\u2010metal charge\u2010transfer (LMCT) processes, metal\u2010hydride hydrogen atom transfer (MHAT), and radical\u2010cation pathways\u2014have transformed sulfonyl and sulfinyl groups into bifunctional aryl\u2010migration handles that operate under remarkably mild conditions. After outlining the mechanistic features that distinguish ionic, radical, and radical\u2010cation Smiles pathways, we discuss traditional radical Smiles rearrangements that established the feasibility of aryl transfer via open\u2010shell Meisenheimer\u2010like intermediates. We then focus on photocatalytic and catalyst\u2010free radical Smiles and Truce\u2013Smiles reactions, including alkene difunctionalizations, sulfur dioxide (SO\n                    <jats:sub>2<\/jats:sub>\n                    ) insertion\/relay cascades, decarboxylative and decarbonylative arylations, remote sp\n                    <jats:sup>3<\/jats:sup>\n                    carbon\u2013hydrogen (C(sp\n                    <jats:sup>3<\/jats:sup>\n                    )\u2013H) functionalization, and emerging applications in polymer synthesis and biocatalysis. Particular emphasis is placed on reagent design (sulfonamides, sulfones, sulfinamides, and sulfoxides), control over SO\n                    <jats:sub>2<\/jats:sub>\n                    extrusion versus retention, and recent advances in asymmetric sulfinyl\u2010Smiles chemistry. We conclude by highlighting current limitations and future opportunities, especially in expanding substrate generality, stereocontrol, and late\u2010stage functionalization, and in integrating Smiles rearrangements with electrochemical, flow, and data\u2010driven catalysis for applications in medicinal chemistry and sustainable materials.\n                  <\/jats:p>","DOI":"10.1002\/asia.70715","type":"journal-article","created":{"date-parts":[[2026,4,6]],"date-time":"2026-04-06T13:56:43Z","timestamp":1775483803000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":2,"title":["Radical Smiles Rearrangements: Aryl Migration for Molecular Editing"],"prefix":"10.1002","volume":"21","author":[{"given":"Xu","family":"Ha","sequence":"first","affiliation":[{"name":"State Key Laboratory of Natural Product Chemistry College of Chemistry and Chemical Engineering MOE Frontiers Science Center for Rare Isotopes Lanzhou Magnetic Resonance 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MOE Frontiers Science Center for Rare Isotopes Lanzhou Magnetic Resonance Center Lanzhou University  Lanzhou Gansu 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