Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 19481-82-4, is researched, SMILESS is CC(Br)C#N, Molecular C3H4BrNJournal, Article, Chemistry – A European Journal called Visible-light photocatalytic radical alkenylation of α-carbonyl alkyl bromides and benzyl bromides, Author is Liu, Qiang; Yi, Hong; Liu, Jie; Yang, Yuhong; Zhang, Xu; Zeng, Ziqi; Lei, Aiwen, the main research direction is visible light photocatalyst radical alkenylation carbonyl alkyl bromide; ruthenium bypyridyl iridium trisphenylpyridine.Recommanded Product: 19481-82-4.
Through the use of [Ru(bpy)3Cl2] (bpy=2,2′-bipyridine) and [Ir(ppy)3] (ppy=phenylpyridine) as photocatalysts, we have achieved the first example of visible-light photocatalytic radical alkenylation of various α-carbonyl alkyl bromides and benzyl bromides to furnish α-vinyl carbonyls and allylbenzene derivatives, prominent structural elements of many bioactive mols. Specifically, this transformation is regiospecific and can tolerate primary, secondary, and even tertiary alkyl halides that bear β-hydrides, which can be challenging with traditional palladium-catalyzed approaches. The key initiation step of this transformation is visible-light-induced single-electron reduction of C-Br bonds to generate alkyl radical species promoted by photocatalysts. The following carbon-carbon bond-forming step involves a radical addition step rather than a metal-mediated process, thereby avoiding the undesired β-hydride elimination side reaction. Moreover, we propose that the Ru and Ir photocatalysts play a dual role in the catalytic system: they absorb energy from the visible light to facilitate the reaction process and act as a medium of electron transfer to activate the alkyl halides more effectively. Overall, this photoredox catalysis method opens new synthetic opportunities for the efficient alkenylation of alkyl halides that contain β-hydrides under mild conditions.
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Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI