ipso-Hydroxylation of arylboronic acids to phenols using solid H2O2 complexes

ORGN 495

G. K. Surya Prakash, gprakash@usc.edu, Sujith Chacko, chacko@usc.edu, Chiradeep Panja, Thomas Mathew, and George A. Olah, olah@usc.edu. Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, CA 90089-1661
Abstract: Polyvinylpyrrolidone (PVD)-hydrogen peroxide and polyvinyl pyridine (PVP)-hydrogen peroxide complexes were synthesized and characterized. These complexes were used for the regioselective ipso-hydroxylation of arylboronic acids to the corresponding phenols. The methodology developed using these solid H2O2 complexes is simple and fast, producing high yields of the product by removal of the solvent without any further work up. The complex is easily recoverable and reusable. PVD-H2O2 complex was found to be more efficient than PVP-H2O2 complex.

 

New Reactions and Methodology
8:00 AM-12:00 PM, Wednesday, 31 August 2005 Washington DC Convention Center -- Ballroom B, Oral

Division of Organic Chemistry

The 230th ACS National Meeting, in Washington, DC, Aug 28-Sept 1, 2005