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The reaction delivers diazomethyl-containing lactones and pyrrolidines in good yields with full retention of the diazo group. The synthetic utility is demonstrated by a gram-scale synthesis and downstream derivatizations under mild, redox-neutral conditions. A plausible radical\u2013polar crossover mechanism is proposed for this transformation.<\/jats:p>","DOI":"10.1021\/acs.orglett.6c03147","type":"journal-article","created":{"date-parts":[[2026,9,18]],"date-time":"2026-09-18T15:04:55Z","timestamp":1789743895000},"page":"12183-12188","source":"Crossref","is-referenced-by-count":0,"title":["Photoredox-Catalyzed\nRadical Heterocyclization of Heteroatom-Tethered Alkenes with \u03b1-Iodonium\nDiazo Compounds"],"prefix":"10.1021","volume":"28","author":[{"given":"Siyuan","family":"Hao","sequence":"first","affiliation":[{"name":"Harbin Institute of Technology , , ,","place":["Harbin, China, 150001"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Liting","family":"Wang","sequence":"additional","affiliation":[{"name":"Harbin Institute of Technology , , ,","place":["Harbin, China, 150001"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Shengyu","family":"Zhong","sequence":"additional","affiliation":[{"name":"Harbin Institute of Technology , , ,","place":["Harbin, China, 150001"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Chao","family":"Zeng","sequence":"additional","affiliation":[{"name":"Harbin Institute of Technology , , ,","place":["Harbin, China, 150001"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6865-1104","authenticated-orcid":true,"given":"Lei","family":"Shi","sequence":"additional","affiliation":[{"name":"Harbin Institute of Technology , , ,","place":["Harbin, China, 150001"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,9,18]]},"reference":[{"key":"2026100208370031000_cit1a","doi-asserted-by":"publisher","first-page":"132001","DOI":"10.1016\/j.tet.2021.132001","article-title":"Lactones:\nClassification, synthesis, biological activities, and industrial applications","volume":"84","author":"Sartori","year":"2021","journal-title":"Tetrahedron"},{"key":"2026100208370031000_cit1b","doi-asserted-by":"publisher","first-page":"2769","DOI":"10.3390\/ijms22052769","article-title":"A Review of\nthe Pharmacological Activities and Recent Synthetic Advances of \u03b3-Butyrolactones","volume":"22","author":"Hur","year":"2021","journal-title":"Int. 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