Synfacts 2010(12): 1411-1411  
DOI: 10.1055/s-0030-1258862
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Radical Addition of Arylboronic Acids to Olefins

Contributor(s): Paul Knochel, Thomas Kunz
A. Dickschat, A. Studer*
Westfälische Wilhelms-Universität, Münster, Germany
Further Information

Publication History

Publication Date:
22 November 2010 (online)

Significance

A radical addition of arylboronic acids to various olefins is reported. The aryl radicals are generated from the boronic acid upon treatment with manganese triacetate. These radicals add to electron-poor olefins to give tetrahydro­naphthalines, after renewed addition and subsequent homolytic aromatic substitution. In the presence of oxygen, the radicals add to the olefin to give arylhydroxylation products.