Diethylphosphine oxide (DEPO): High-yielding and facile preparation of indolones in water
Diethylphosphine oxide (DEPO): High-yielding and facile preparation of indolones in water
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DOI：
10.1021/ol035173i
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发表时间：
2003-08-07
期刊：
影响因子：
5.2
通讯作者：
Murphy, JA
中科院分区：
文献类型：
--
作者：
Khan, TA;Tripoli, R;Murphy, JA
在 80 ℃ 的水中，通过试剂二乙基氧化膦 (DEPO) 介导的自由基反应（芳基自由基形成、氢原子夺取、环化和重芳构化）以优异的产率制备吲哚酮。该反应采用V-501作为水溶性引发剂；不需要其他添加剂。该过程在比在苯中与有毒的三丁基氢化锡进行有效反应所需的温度低得多的温度下进行，并且与由乙基哌啶次磷酸盐（EPHP）介导的相应反应相比，分离产率明显更高。
Indolones are prepared in excellent yield at 80 degreesC in water by radical reaction (aryl radical formation, hydrogen atom abstraction, cyclization, and rearomatization) mediated by the reagent diethylphosphine oxide (DEPO). The reaction features V-501 as a water-soluble initiator; no other additives are needed. The process proceeds at a much lower temperature than is required for efficient reaction with toxic tributyltin hydride in benzene and permits significantly higher isolated yields than the corresponding reaction mediated by ethylpiperidine hypophosphite (EPHP).