二芳基碘鎓试剂的通用电子供体-受体光活化平台：杂环的芳基化反应
A General Electron Donor-Acceptor Photoactivation Platform of Diaryliodonium Reagents: Arylation of Heterocycles.
作者信息
Meher Prahallad, Panda Satya Prakash, Mahapatra Sanat Kumar, Thombare Karan Ramdas, Roy Lisa, Murarka Sandip
机构信息
Department of Chemistry, Indian Institute of Technology Jodhpur, Karwar, Rajasthan 342037, India.
Institute of Chemical Technology Mumbai, IOC Odisha Campus Bhubaneswar, Bhubaneswar 751013, India.
出版信息
Org Lett. 2023 Nov 24;25(46):8290-8295. doi: 10.1021/acs.orglett.3c03365. Epub 2023 Nov 14.
We report a photoredox system comprising sodium iodide, triphenyl phosphine, and ,,','-tetramethylethylenediamine (TMEDA) that can form a self-assembled tetrameric electron donor-acceptor (EDA) complex with diaryliodonium reagents (DAIRs) and furnish aryl radicals upon visible light irradiation. This practical mode of activation of DAIRs enables arylation of an array of heterocycles under mild conditions to provide the respective heteroaryl-(hetero)aryl assembly in moderate to excellent yields. Detailed mechanistic investigations comprising photophysical and DFT studies provided insight into the reaction mechanism.
我们报道了一种由碘化钠、三苯基膦和N,N,N',N'-四甲基乙二胺（TMEDA）组成的光氧化还原体系，该体系可与二芳基碘鎓试剂（DAIRs）形成自组装四聚体电子供体-受体（EDA）复合物，并在可见光照射下产生芳基自由基。这种实用的DAIRs活化模式能够在温和条件下实现一系列杂环的芳基化反应，以中等至优异的产率提供相应的杂芳基-（杂）芳基组装体。包括光物理和密度泛函理论（DFT）研究在内的详细机理研究为反应机理提供了深入见解。
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