Journal
ORGANIC LETTERS
Volume 5, Issue 16, Pages 2971-2974Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol035173i
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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).
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