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Dual photoredox/nickel-catalyzed Mizoroki–Heck cross-coupling reactions
Organic Chemistry Frontiers ( IF 5.4 ) Pub Date : 2024-04-26 , DOI: 10.1039/d4qo00572d
Jun Dong 1 , Yanfei Hu 1, 2 , Yan Tang 1 , Fen Zhao 1, 2 , Yongyun Zhou 1, 2 , Baoming Fan 1, 2
Affiliation  

A method for the Mizoroki–Heck reaction of electron-deficient olefins acrylates with commercially available aryl bromides to obtain α-arylation products of acrylates via dual light/nickel catalytic system is described. This transformation features a broad substrate scope, good functional group tolerance, and compatibility with heterocyclic substrates. Mechanistic studies clearly reveal the initial in situ generation of bromine radicals directly from the aryl bromine precursor under cooperative nickel/photoredox catalysis. Subsequent HBr elimination provides α-arylation products of alkenes.

中文翻译:

双光氧化还原/镍催化 Mizoroki-Heck 交叉偶联反应

描述了一种通过光/镍双催化体系使缺电子烯烃丙烯酸酯与市售芳基溴发生 Mizoroki-Heck 反应获得丙烯酸酯α-芳基化产物的方法。该转化具有底物范围广、官能团耐受性好、与杂环底物相容等特点。机理研究清楚地揭示了在协同镍/光氧化还原催化下,直接从芳基溴前体直接原位产生溴自由基。随后的 HBr 消除提供了烯烃的 α-芳基化产物。
更新日期:2024-04-26
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