Electrosynthesis of Phosphacycles via Dehydrogenative C-P Bond Formation Using DABCO as a Mediator

Electrosynthesis of Phosphacycles via Dehydrogenative C-P Bond Formation Using DABCO as a Mediator
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DOI:
10.1021/acs.orglett.1c00807
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发表时间:
2021-04-05
期刊:
影响因子:
5.2
通讯作者:
Suga, Seiji
Suga, Seiji
中科院分区:
化学1区
文献类型:
--
作者:
Kurimoto, Yuji;Yamashita, Jun;Suga, Seiji

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在温和的条件下,首次实现了二芳基磷氧化物(DPOs)的电化学合成。实际方案采用市售且价格低廉的DABCO作为氢原子转移(HAT)介质,导致各种DPOs在中等到良好的产量。该方法也可应用于六元磷环的合成,如苯磷hazine衍生物。机理研究表明,该反应通过电生成的膦基自由基进行。
The first electrochemical synthesis of diarylphosphole oxides (DPOs) was achieved under mild conditions. The practical protocol employs commercially available and inexpensive DABCO as a hydrogen atom transfer (HAT) mediator, leading to various DPOs in moderate to good yields. This procedure can also be applied to the synthesis of six-membered phosphacycles, such as phenophosphazine derivatives. Mechanistic studies suggested that the reaction proceeds via an electro-generated phosphinyl radical.