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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 , Yanfei Hu , Yan Tang , Fen Zhao , Yongyun Zhou , Baomin Fan

A method for the Mizoroki-Heck reaction of electron-deficient olefins acrylates with commercially available aryl bromides to obtaining 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 that 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

描述了一种缺电子烯烃丙烯酸酯与市售芳基溴通过光/镍双催化体系进行Mizoroki-Heck反应得到丙烯酸酯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。机理研究清楚地表明,在镍/光氧化还原协同催化下,溴自由基直接从芳基溴前体直接原位产生。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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