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

Murphy, J.A. and Khan, T.A. and Tripoli, R. and Crawford, J.J. and Martin, C.G. (2003) Diethylphosphine oxide (DEPO): high-yielding and facile preparation of indolones in water. Organic Letters, 5 (16). pp. 2971-2974. ISSN 1523-7060

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Abstract

Indolones are prepared in excellent yield at 80 °C 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).

Creators(s): Murphy, J.A., Khan, T.A., Tripoli, R., Crawford, J.J. and Martin, C.G.;
Item type:Article
ID code:38514
Keywords:indolones , diethylphosphine oxide, Chemistry, Biochemistry, Organic Chemistry, Physical and Theoretical Chemistry
Subjects:Science > Chemistry
Department:Faculty of Science > Pure and Applied Chemistry
Depositing user: Pure Administrator
Date deposited:14 Mar 2012 16:04
Last modified:20 Jan 2021 17:47
URI:https://strathprints.strath.ac.uk/id/eprint/38514
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