Article Dans Une Revue Organic Letters Année : 2024

Nickel-Catalyzed Photoredox Allenylation of Alkyl Halides

Résumé

We report a dual Ni/photoredox-catalyzed cross-coupling method for propargyl carbonates and non-activated alkyl bromides, facilitating the synthesis of a variety of substituted allenes under mild and practical conditions. Mechanistically, the reaction integrates Ni-catalyzed activation of the propargyl electrophile via SN 2 ' oxidative addition at Ni(I) with silyl radical-induced activation of the alkyl halide through halogen-atom transfer. This methodology provides a gentle approach for introducing allenyl groups into complex halogenated aliphatic molecules, offering further opportunities for derivatization.
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vendredi 25 avril 2025
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Dates et versions

hal-04901941 , version 1 (20-01-2025)

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Tingjun Hu, Camille Beluze, Vincent Fagué, Oho Eliantine Kambire, Didier Bouyssi, et al.. Nickel-Catalyzed Photoredox Allenylation of Alkyl Halides. Organic Letters, 2024, 26 (44), pp.9519-9524. ⟨10.1021/acs.orglett.4c03512⟩. ⟨hal-04901941⟩
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