Picture of a sphere with binary code

Making Strathclyde research discoverable to the world...

The Strathprints institutional repository is a digital archive of University of Strathclyde research outputs. It exposes Strathclyde's world leading Open Access research to many of the world's leading resource discovery tools, and from there onto the screens of researchers around the world.

Explore Strathclyde Open Access research content

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

Full text not available in this repository. (Request a copy from the Strathclyde author)

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).