Efficient metal-free photochemical borylation of aryl halides under batch and continuous-flow conditions.

Efficient metal-free photochemical borylation of aryl halides under batch and continuous-flow conditions.
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间歇和连续流动条件下芳基卤化物的高效无金属光化学硼基化

DOI:
10.1039/c5sc04521e
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发表时间:
2016-06-01
期刊:
影响因子:
8.4
通讯作者:
Li P
Li P
中科院分区:
化学1区
文献类型:
--
作者:
Chen K;Zhang S;He P;Li P

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描述了芳基卤化物在间歇和连续流动条件下的无金属C-B键形成反应。发现了芳基碘化物和溴化物在低温水溶液中快速、化学选择性和无金属的C-B成键反应。该反应适用于批量和连续流动条件,并表现出特殊的官能团耐受性和广泛的底物范围,涉及芳基卤化物和硼化试剂。初步机理实验表明,光解生成的芳基自由基是关键中间体。
A metal-free C–B bond forming reaction of aryl halides under batch and continuous-flow conditions is described. A rapid, chemoselective and metal-free C–B bond-forming reaction of aryl iodides and bromides in aqueous solution at low temperatures was discovered. This reaction is amenable to batch and continuous-flow conditions and shows exceptional functional group tolerance and broad substrate scope regarding both the aryl halide and the borylating reagent. Initial mechanistic experiments indicated a photolytically generated aryl radical as the key intermediate.
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