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Here we report a visible\u2010light\u2010induced, phosphine\u2010mediated hydroxymethylation of electron\u2010deficient alkenes using aqueous formaldehyde as the hydroxymethyl radical precursor. The reaction is enabled by single\u2010electron oxidation of phosphine to phosphine radical cation (PRC), which engages formaldehyde hydrate to release hydroxymethyl radical via \u03b2\u2010scission. Subsequent regioselective radical addition to C\u2500C double bonds, single\u2010electron reduction, and protonation deliver hydroxymethylated products under mild conditions. The method accommodates electronically diverse cinnamates, heteroaryl alkenes, trisubstituted alkenes, and complex substrates, demonstrating broad functional\u2010group tolerance and potential application for late\u2010stage functionalization. This work provides a practical entry to radical hydroxymethylation from commercially available aqueous formaldehyde and establishes phosphine\u2010mediated deoxygenation as a good platform for C1 radical generation.<\/jats:p>","DOI":"10.1002\/chem.71745","type":"journal-article","created":{"date-parts":[[2026,9,30]],"date-time":"2026-09-30T05:22:58Z","timestamp":1790745778000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Photocatalytic Phosphine\u2010mediated Hydroxymethylation of Alkenes With Formaldehyde Hydrate"],"prefix":"10.1002","author":[{"given":"Yue","family":"Xu","sequence":"first","affiliation":[{"name":"College of Chemistry and Materials Science Key Laboratory of the Ministry of Education for Advanced Catalysis Materials Zhejiang Normal University  Jinhua P. R. 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