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Bench-stable areneazo-2-(2-nitro)propanes served as versatile aryl radical precursors for carboheterocyclization with alkenyl esters, affording diverse arylated lactones and heterocycles with broad functional group tolerance. Mechanistically, the radical fragmentation\u2013nitro\u2013nitrite isomerization of areneazo-2-(2-nitro)propanes generated nitric oxide that underwent a redox process with tertiary radical intermediates to promote heterocyclization. The oxidant-free conditions generated dinitrogen and acetone as benign byproducts.<\/jats:p>","DOI":"10.1021\/acs.orglett.6c03604","type":"journal-article","created":{"date-parts":[[2026,9,11]],"date-time":"2026-09-11T18:01:49Z","timestamp":1789149709000},"page":"12072-12077","source":"Crossref","is-referenced-by-count":0,"title":["Heteroarylation\nof Functionalized Alkenes via Hexafluoroisopropanol-Assisted\nRedox Activation of Areneazo-2-(2-nitro)propanes"],"prefix":"10.1021","volume":"28","author":[{"given":"Daeun","family":"Kim","sequence":"first","affiliation":[{"name":"Chung-Ang University , , 84 Heukseok-ro , Dongjak, ,","place":["Seoul, Republic of Korea, 06974"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Soumyadeep","family":"Roy Chowdhury","sequence":"additional","affiliation":[{"name":"Chung-Ang University , , 84 Heukseok-ro , Dongjak, ,","place":["Seoul, Republic of Korea, 06974"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8461-8910","authenticated-orcid":true,"given":"Hun Young","family":"Kim","sequence":"additional","affiliation":[{"name":"Chung-Ang University , , 84 Heukseok-ro , Dongjak, ,","place":["Seoul, Republic of Korea, 06974"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4566-6573","authenticated-orcid":true,"given":"Kyungsoo","family":"Oh","sequence":"additional","affiliation":[{"name":"Chung-Ang University , , 84 Heukseok-ro , Dongjak, ,","place":["Seoul, Republic of Korea, 06974"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,9,11]]},"reference":[{"key":"2026092510113953000_cit1a","doi-asserted-by":"publisher","first-page":"1150","DOI":"10.1039\/C8CS00453F","article-title":"Biaryl Synthesis with Arenediazonium Salts: Cross-Coupling,\nCH-Arylation and Annulation Reactions","volume":"48","author":"Felpin","year":"2019","journal-title":"Chem.\nSoc. 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