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Photoinduced Metal-Free Arylboration of Unactivated Alkenes: Synthesis of Indoline Boronic Ester

Ji Lu, Yangsen He, Lixu Ren, Daling Li,Xianchao Pan,Lin Yang,Jun Wang,Siping Wei,Jun Wei

SYNLETT(2023)

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Abstract
The environmentally benign synthesis of indoline boronic esters, especially through a way of arylboration to alkenes, remains a challenge due to the use of transition metals or high-temperature conditions. We described a photoinduced metal-free arylboration of unactivated alkenes for the synthesis of indoline boronic esters and 1,2,3,4tetrahydroquinoline boronic ester in good yields. This approach showed good compatibility and great efficiency for a range of allylphenylamines as well as alkylamine. Remarkably, this transformation also suggested that the base is not necessary for photosensitizer-free diboron reagent mediated mild generation of aryl radical. Furthermore, compared to previously reported methods, this approach is mild and environmentally benign.
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Key words
unactivated alkenes synthesis,metal-free
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