Diethylphosphine oxide (DEPO): High-yielding and facile preparation of indolones in water

被引:82
作者
Khan, TA [1 ]
Tripoli, R [1 ]
Crawford, JJ [1 ]
Martin, CG [1 ]
Murphy, JA [1 ]
机构
[1] Univ Strathclyde, Dept Pure & Appl Chem, Glasgow G1 1XL, Lanark, Scotland
关键词
D O I
10.1021/ol035173i
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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).
引用
收藏
页码:2971 / 2974
页数:4
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