ArticleJournal of the American Chemical Society2026
Photo-Stitching of Nitroalkanes via Cross-Denitrative Olefination.
Article in Journal of the American Chemical Society, 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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Who cites it
1 citing paper in PubMed.
- Photocatalytic Denitrative Homo- and Cross-Coupling of Nitroalkanes toward the Synthesis of Alkenes.Journal of the American Chemical Society · 2026Article
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Authors and funding
8 authors.
Funding
Abstract
Despite their centrality in molecular design, stereodefined tri- and tetrasubstituted alkenes remain challenging to access, as most olefinations favor lower substitution and fail under sterically congested settings. Herein, we report the photoinduced cross-denitrative olefination of nitroalkanes to afford tri- and tetrasubstituted alkenes. Visible light excitation of in situ-generated nitronates promotes a photo-stitching event via denitrative cross-coupling of two nitroalkanes. The transformation tolerates a variety of functionalized nitroalkanes, including carbonyl- and heterocycle-containing substrates, complements metathesis and carbonyl olefination, and scales efficiently. Mechanistic studies support a photoinitiated and photopropagated nucleophilic-radical substitution and radical-chain elimination sequence in which nitronates function as photoreductants to generate radical-anion intermediates that undergo a subsequent photodriven β-elimination. These findings establish a previously inaccessible light-driven elimination process for radical-mediated olefination from readily available building blocks.
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Registered trials
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