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Strathprints serves world leading Open Access research by the University of Strathclyde, including research by the Strathclyde Institute of Pharmacy and Biomedical Sciences (SIPBS), where research centres such as the Industrial Biotechnology Innovation Centre (IBioIC), the Cancer Research UK Formulation Unit, SeaBioTech and the Centre for Biophotonics are based.

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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).