ArticleAngewandte Chemie (International ed. in English)2026
Regiodivergent C3 and C4 Amination of Quinolines via Radical and Ionic Pathways.
Article in Angewandte Chemie (International ed. in English), 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.
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4 authors.
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Abstract
Controlling the site of amination on N-heteroarenes is pivotal for rapid exploration of structure-activity relationships, yet a single-precursor platform that toggles between C3 and C4 amination of quinolines has remained elusive. Here we report a regiodivergent method that channels quinoline amination to C3 or C4 through orthogonal radical and ionic manifolds. Under visible-light, donor-assisted electron-donor-acceptor (EDA) conditions, homolytic N─N cleavage of N-aminoquinolinium salts generates N-centered radicals that selectively install amino groups at C3 via capture by an enamine intermediate (radical pathway) formed through traceless nucleophile-induced dearomatization. In the absence of light and donor, the same quinolinium salt undergoes a two-electron ionic process: S
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