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Hydrogen Atom Transfer (HAT)-Triggered Iron-Catalyzed Intra- and Intermolecular Coupling of Alkenes with Hydrazones: Access to Complex Amines

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A methodology for the coupling of alkenes with aldehyde- or ketone-derived Cbz-hydrazones to form a new C−C bond through a radical process is described. The sequence comprises an initial in situ generation of a putative iron hydride followed by a hydrogen atom transfer to an alkene, a coupling with a hydrazone, and a final reduction of the nitrogen-centered radical. Hydrogenation of the obtained hydrazines renders amines, including valuable tert-alkyl amines. KEYWORDS: HAT, iron catalysis, α-tert-amines, C−C bond formation, radical processes, synthetic methods

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SALADRIGAS, Mar, et al. Hydrogen Atom Transfer (HAT)-Triggered Iron-Catalyzed Intra- and Intermolecular Coupling of Alkenes with Hydrazones: Access to Complex Amines. ACS Catalysis. 2018. Vol. 8, num. 11699-11703. ISSN 2155-5435. [consulted: 9 of September of 2026]. Available at: https://hdl.handle.net/2445/128361

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